Dru's Notes Transistor (https://transistor.fm) https://feeds.transistor.fm/drus-notes One mental model each day in a few minutes. Habits, business, building products and thinking clearly. From Dru Riley, founder of Trends.vc. © 2026 Dru Riley 45aa7891-e725-53ee-a863-7a03c673b68d yes Dru Riley en Sat, 10 Oct 2026 05:24:39 -0700 Sat, 10 Oct 2026 05:25:03 -0700 https://druriley.com/ https://img.transistorcdn.com/r0DMcX3nv-yI0yQfg3fZl-xvJ-L8nOScPFteVqEOBgc/rs:fill:0:0:1/w:1400/h:1400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS8xYzNh/NzM1Njk4MWQ1MzJj/OGQ2MmU4MTlhOWM2/NmM3NS5wbmc.jpg Dru's Notes https://druriley.com/ episodic Dru Riley One mental model each day in a few minutes. Habits, business, building products and thinking clearly. From Dru Riley, founder of Trends.vc. One mental model each day in a few minutes. entrepreneurship, habits, systems, bottlenecks, leverage, daily, trends, startups, independence Dru Riley No No I Learned This the Hard Way: Write Down Your Rules | Daily Essay 202 202 I Learned This the Hard Way: Write Down Your Rules | Daily Essay full df36df6f-9295-42f1-8cd6-5f9b14cfe05c https://share.transistor.fm/s/1009b5b4 One of the rules I read each morning could have saved me three years: don't force it. In 1846 Peter Panum found the old people of the Faroe Islands stayed healthy through a measles outbreak, because their bodies kept a record of the last one. Your rules for living work the same way, but only when you remember them.

Featuring: Peter Panum, George Santayana

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Chapters:

(00:00) Santayana on repeating the past
(00:06) Don't force it, the three-year rule
(00:25) Peter Panum and the Faroe Islands measles outbreak
(00:46) Rules for living as records
(00:56) Focus on what you control
(01:09) Collect your rules and reread them

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> One of the rules I read each morning could have saved me three years: don't force it. In 1846 Peter Panum found the old people of the Faroe Islands stayed healthy through a measles outbreak, because their bodies kept a record of the last one. Your rules for living work the same way, but only when you remember them.

Featuring: Peter Panum, George Santayana

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Chapters:

(00:00) Santayana on repeating the past
(00:06) Don't force it, the three-year rule
(00:25) Peter Panum and the Faroe Islands measles outbreak
(00:46) Rules for living as records
(00:56) Focus on what you control
(01:09) Collect your rules and reread them

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Sat, 10 Oct 2026 05:07:07 -0700 Dru Riley Watch on YouTube Dru Riley 81 One of the rules I read each morning could have saved me three years: don't force it. In 1846 Peter Panum found the old people of the Faroe Islands stayed healthy through a measles outbreak, because their bodies kept a record of the last one. Your rules for living work the same way, but only when you remember them. One of the rules I read each morning could have saved me three years: don't force it. In 1846 Peter Panum found the old people of the Faroe Islands stayed healthy through a measles outbreak, because their bodies kept a record of the last one. Your rules f peter panum,george santayana,faroe islands,measles,rules for living,rules to live by,things i learned the hard way,focus on what you control,same mistakes,immune system memory No Dru Riley Peter Panum George Santayana The Compounding Trap: Why Selling a Winner Costs You | Daily Essay 201 201 The Compounding Trap: Why Selling a Winner Costs You | Daily Essay full 524ae7fb-d4a8-4690-a106-173f91750894 https://share.transistor.fm/s/8da0bd05 Grace Groner bought three shares of Abbott Laboratories for $180 in 1935. When she died at 100 they were worth more than $7 million. A business, a skill, a friendship and a habit compound the same way if you keep showing up for years.

Featuring: Grace Groner, Jeff Bezos

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Chapters:

(00:00) Selling a property and going back
(00:16) What compounds besides money
(00:22) Quitting daily writing in my 20s
(00:31) Grace Groner's three Abbott shares
(00:50) Before you sell or quit

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Grace Groner bought three shares of Abbott Laboratories for $180 in 1935. When she died at 100 they were worth more than $7 million. A business, a skill, a friendship and a habit compound the same way if you keep showing up for years.

Featuring: Grace Groner, Jeff Bezos

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Chapters:

(00:00) Selling a property and going back
(00:16) What compounds besides money
(00:22) Quitting daily writing in my 20s
(00:31) Grace Groner's three Abbott shares
(00:50) Before you sell or quit

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Fri, 09 Oct 2026 11:26:09 -0700 Dru Riley Watch on YouTube Dru Riley 60 Grace Groner bought three shares of Abbott Laboratories for $180 in 1935. When she died at 100 they were worth more than $7 million. A business, a skill, a friendship and a habit compound the same way if you keep showing up for years. Grace Groner bought three shares of Abbott Laboratories for $180 in 1935. When she died at 100 they were worth more than $7 million. A business, a skill, a friendship and a habit compound the same way if you keep showing up for years. grace groner,jeff bezos,abbott laboratories,power of compounding,compounding in life,let your winners run,compound interest,long term thinking,selling too early,daily writing No Dru Riley Grace Groner Jeff Bezos I Read 1,000s of Founder Stories. Most Won by Copying… | Daily Essay 200 200 I Read 1,000s of Founder Stories. Most Won by Copying… | Daily Essay full 25bfc3b2-7a74-4fcc-84bd-8f50cd3077b4 https://share.transistor.fm/s/3fce1e78 The first founder to build in a market tends to prove demand, then watches someone who came in later take it. Pebble, Snapchat and Ahrefs show how it plays out, and why marketplaces and networks are the exception.

Featuring: Eric Migicovsky, Dmitry Gerasimenko, Sam Walton

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Chapters:

(00:00) Sam Walton on copying
(00:15) Pebble proves the smartwatch, Apple sells it
(00:37) Snapchat's Stories and Instagram's copy
(01:00) Ahrefs builds another backlink tool
(01:19) Fragmented markets and winner-take-most markets
(01:45) Building in a proven market

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> The first founder to build in a market tends to prove demand, then watches someone who came in later take it. Pebble, Snapchat and Ahrefs show how it plays out, and why marketplaces and networks are the exception.

Featuring: Eric Migicovsky, Dmitry Gerasimenko, Sam Walton

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Chapters:

(00:00) Sam Walton on copying
(00:15) Pebble proves the smartwatch, Apple sells it
(00:37) Snapchat's Stories and Instagram's copy
(01:00) Ahrefs builds another backlink tool
(01:19) Fragmented markets and winner-take-most markets
(01:45) Building in a proven market

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Thu, 08 Oct 2026 11:06:22 -0700 Dru Riley Watch on YouTube Dru Riley 119 The first founder to build in a market tends to prove demand, then watches someone who came in later take it. Pebble, Snapchat and Ahrefs show how it plays out, and why marketplaces and networks are the exception. The first founder to build in a market tends to prove demand, then watches someone who came in later take it. Pebble, Snapchat and Ahrefs show how it plays out, and why marketplaces and networks are the exception. eric migicovsky,dmitry gerasimenko,sam walton,pebble,apple watch,snapchat,instagram stories,ahrefs,semrush,first mover advantage,copy business ideas,startup ideas,proven market No Dru Riley Eric Migicovsky Sam Walton Dmitry Gerasimenko How to Do 2.5 Hours of Deep Work (It's Easier Than You Think) | Daily Essay 199 199 How to Do 2.5 Hours of Deep Work (It's Easier Than You Think) | Daily Essay full f0118aa5-25fd-4400-b0a6-babb10399f9b https://share.transistor.fm/s/8eda47d4 I just heard someone explain the biggest misconception about Transcendental Meditation: that you're supposed to stop thinking. In TM you silently repeat a word called a mantra, your mind wanders and you come back to it.

Featuring: Thomas Keating, Simone Weil, Swami Vivekananda

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Chapters:

(00:00) Vivekananda on concentration
(00:07) The biggest Transcendental Meditation misconception
(00:26) My two-and-a-half-hour morning work block
(00:43) Thomas Keating and the nun's ten thousand thoughts
(01:08) Simone Weil on attention as prayer
(01:15) Coming back each time

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> I just heard someone explain the biggest misconception about Transcendental Meditation: that you're supposed to stop thinking. In TM you silently repeat a word called a mantra, your mind wanders and you come back to it.

Featuring: Thomas Keating, Simone Weil, Swami Vivekananda

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Chapters:

(00:00) Vivekananda on concentration
(00:07) The biggest Transcendental Meditation misconception
(00:26) My two-and-a-half-hour morning work block
(00:43) Thomas Keating and the nun's ten thousand thoughts
(01:08) Simone Weil on attention as prayer
(01:15) Coming back each time

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Wed, 07 Oct 2026 08:24:37 -0700 Dru Riley Watch on YouTube Dru Riley 91 I just heard someone explain the biggest misconception about Transcendental Meditation: that you're supposed to stop thinking. In TM you silently repeat a word called a mantra, your mind wanders and you come back to it. I just heard someone explain the biggest misconception about Transcendental Meditation: that you're supposed to stop thinking. In TM you silently repeat a word called a mantra, your mind wanders and you come back to it. thomas keating,simone weil,swami vivekananda,deep work,transcendental meditation,centering prayer,how to focus for hours,how to refocus after getting distracted,attention No Dru Riley Simone Weil Swami Vivekananda Thomas Keating Which Business Model Suits Your Personality? | Daily Essay 198 198 Which Business Model Suits Your Personality? | Daily Essay full 89d93ecd-4880-4797-903c-77069ab38826 https://share.transistor.fm/s/82c3ebef Pieter Levels runs two apps alone on one server. April Dunford's fees stop the week she does. WeWork raised round after round until it filed for Chapter 11. Eleven plants map to eleven kinds of business. Pick the one your temperament will keep alive.

Featuring: Washington Irving, Pieter Levels, Markus Frind, Patrick McKenzie, April Dunford, Jim Buckmaster, Shaun Hill, Andy Yen, Thomas Frank, Dan Ni, Kenneth Lin, Sam Altman, Stéphane Bancel, Sridhar Vembu, Jim Goodnight, Nick Huber

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Chapters:

(00:00) Why I bought a cactus
(00:57) Cactus and moss
(02:07) Bonsai, understory plant and vine
(04:14) Carnivorous plant, bamboo and oak
(05:57) Perennial, farm crop and greenhouse plant

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Pieter Levels runs two apps alone on one server. April Dunford's fees stop the week she does. WeWork raised round after round until it filed for Chapter 11. Eleven plants map to eleven kinds of business. Pick the one your temperament will keep alive.

Featuring: Washington Irving, Pieter Levels, Markus Frind, Patrick McKenzie, April Dunford, Jim Buckmaster, Shaun Hill, Andy Yen, Thomas Frank, Dan Ni, Kenneth Lin, Sam Altman, Stéphane Bancel, Sridhar Vembu, Jim Goodnight, Nick Huber

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Chapters:

(00:00) Why I bought a cactus
(00:57) Cactus and moss
(02:07) Bonsai, understory plant and vine
(04:14) Carnivorous plant, bamboo and oak
(05:57) Perennial, farm crop and greenhouse plant

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Tue, 06 Oct 2026 09:02:39 -0700 Dru Riley Watch on YouTube Dru Riley 491 Pieter Levels runs two apps alone on one server. April Dunford's fees stop the week she does. WeWork raised round after round until it filed for Chapter 11. Eleven plants map to eleven kinds of business. Pick the one your temperament will keep alive. Pieter Levels runs two apps alone on one server. April Dunford's fees stop the week she does. WeWork raised round after round until it filed for Chapter 11. Eleven plants map to eleven kinds of business. Pick the one your temperament will keep alive. pieter levels,markus frind,patrick mckenzie,april dunford,jim buckmaster,shaun hill,andy yen,thomas frank,dan ni,kenneth lin,sam altman,stephane bancel,sridhar vembu,jim goodnight,nick huber,plenty of fish,craigslist,proton mail,credit karma,zoho,wework,business models,one person business,bootstrapping,venture capital,temperament No Shaun Hill Andy Yen Dru Riley Pieter Levels Washington Irving Markus Frind April Dunford Patrick McKenzie Nick Huber Jim Buckmaster Thomas Frank Dan Ni Sridhar Vembu Jim Goodnight Kenneth Lin Sam Altman Stéphane Bancel Same Habits, Different Days: My Daily Experiments | Daily Essay 197 197 Same Habits, Different Days: My Daily Experiments | Daily Essay full d723bad5-e74e-434b-a75f-ec9be1ffb8a0 https://share.transistor.fm/s/fdba953d To prove my friend wrong about habits, I sent him a photo of Thai chilies. His meme said discipline makes each day look the same, and one of my habits is to run experiments each day.

Featuring: Ralph Waldo Emerson, Ferran Adrià

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Chapters:

(00:00) Emerson on Experiments
(00:06) The Thai Chili Photo
(00:38) Ferran Adrià's Changing Menu
(01:04) Habits That Run Experiments

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> To prove my friend wrong about habits, I sent him a photo of Thai chilies. His meme said discipline makes each day look the same, and one of my habits is to run experiments each day.

Featuring: Ralph Waldo Emerson, Ferran Adrià

Watch on YouTube

Read the full post

Brought to you by:

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Chapters:

(00:00) Emerson on Experiments
(00:06) The Thai Chili Photo
(00:38) Ferran Adrià's Changing Menu
(01:04) Habits That Run Experiments

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Mon, 05 Oct 2026 06:33:16 -0700 Dru Riley Watch on YouTube Dru Riley 88 To prove my friend wrong about habits, I sent him a photo of Thai chilies. His meme said discipline makes each day look the same, and one of my habits is to run experiments each day. To prove my friend wrong about habits, I sent him a photo of Thai chilies. His meme said discipline makes each day look the same, and one of my habits is to run experiments each day. ralph waldo emerson,ferran adria,elbulli,habits,daily experiments,daily routine,discipline,try new things No Ralph Waldo Emerson Ferran Adrià Dru Riley Remind Yourself Who The F*ck You Are. | Daily Essay 196 196 Remind Yourself Who The F*ck You Are. | Daily Essay full ee431cbb-28bf-47ce-80cf-4304e0be1ea3 https://share.transistor.fm/s/6850a886 Tim Ferriss kept a jar of awesome, slips of good moments he read when he felt down. I keep a highlight reel, a list of my wins, and read it each morning. Olympic diver Laura Wilkinson watched a video of her best dives before each meet and won gold months after breaking her foot.

Featuring: Tim Ferriss, Laura Wilkinson

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Chapters:

(00:00) Tim Ferriss's jar of awesome
(00:25) The highlight reel in my journal
(00:35) The wins on my list
(00:54) Laura Wilkinson's video of her best dives
(01:02) Gold on a sore foot in Sydney

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Tim Ferriss kept a jar of awesome, slips of good moments he read when he felt down. I keep a highlight reel, a list of my wins, and read it each morning. Olympic diver Laura Wilkinson watched a video of her best dives before each meet and won gold months after breaking her foot.

Featuring: Tim Ferriss, Laura Wilkinson

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Chapters:

(00:00) Tim Ferriss's jar of awesome
(00:25) The highlight reel in my journal
(00:35) The wins on my list
(00:54) Laura Wilkinson's video of her best dives
(01:02) Gold on a sore foot in Sydney

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Sun, 04 Oct 2026 09:44:35 -0700 Dru Riley Watch on YouTube Dru Riley 84 Tim Ferriss kept a jar of awesome, slips of good moments he read when he felt down. I keep a highlight reel, a list of my wins, and read it each morning. Olympic diver Laura Wilkinson watched a video of her best dives before each meet and won gold months after breaking her foot. Tim Ferriss kept a jar of awesome, slips of good moments he read when he felt down. I keep a highlight reel, a list of my wins, and read it each morning. Olympic diver Laura Wilkinson watched a video of her best dives before each meet and won gold months tim ferriss,laura wilkinson,self confidence,how to build self confidence,how to feel better about yourself,jar of awesome,highlight reel,list of wins,confidence journal No Tim Ferriss Laura Wilkinson Dru Riley Every Type of Courage Explained | Which One Do You Have? | Daily Essay 195 195 Every Type of Courage Explained | Which One Do You Have? | Daily Essay full 382083a8-8a59-461e-9ad3-3249a33bf4ea https://share.transistor.fm/s/dd433eff You can run a marathon and still dodge a hard talk with your wife. Courage comes in three kinds: mental, social and physical. Bravery in one kind stays in that kind.

Featuring: Alex Hormozi, Jia Jiang

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Chapters:

(00:00) A marathon vs a hard talk with your wife
(00:27) The three kinds of courage
(00:52) The financial statement I kept avoiding
(01:12) Jia Jiang's 100 days of rejection
(01:47) The run I couldn't finish

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> You can run a marathon and still dodge a hard talk with your wife. Courage comes in three kinds: mental, social and physical. Bravery in one kind stays in that kind.

Featuring: Alex Hormozi, Jia Jiang

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Chapters:

(00:00) A marathon vs a hard talk with your wife
(00:27) The three kinds of courage
(00:52) The financial statement I kept avoiding
(01:12) Jia Jiang's 100 days of rejection
(01:47) The run I couldn't finish

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YouTube: https://www.youtube.com/@dru-notes
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]]> Sat, 03 Oct 2026 05:40:28 -0700 Dru Riley Watch on YouTube Dru Riley 126 You can run a marathon and still dodge a hard talk with your wife. Courage comes in three kinds: mental, social and physical. Bravery in one kind stays in that kind. You can run a marathon and still dodge a hard talk with your wife. Courage comes in three kinds: mental, social and physical. Bravery in one kind stays in that kind. alex hormozi,jia jiang,types of courage,kinds of courage,how to be brave,doing hard things,rejection therapy,ostrich effect,hard conversations No Alex Hormozi Jia Jiang Dru Riley The Power of Focus: What Early AI Models Taught Me | Daily Essay 194 194 The Power of Focus: What Early AI Models Taught Me | Daily Essay full cb6e2c5c-6d8b-42a0-85b7-6c44aa28807e https://share.transistor.fm/s/2730a92a In 2012 I gave a side project two hours of deep work each morning before my day job. It failed and I dropped the habit with it. METR grades AI models by the longest task they can finish, and a person with chopped-up attention is stuck where GPT-2 was.

Featuring: Ken Thompson, Llion Jones

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Chapters:

(00:00) Attention is all you need
(00:04) Building Shommi before work in 2012
(00:23) Dropping the deep work habit
(00:37) How METR grades AI models
(01:04) Chopped-up attention
(01:09) Ken Thompson's four weeks and Unix
(01:35) Two and a half hours each morning

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> In 2012 I gave a side project two hours of deep work each morning before my day job. It failed and I dropped the habit with it. METR grades AI models by the longest task they can finish, and a person with chopped-up attention is stuck where GPT-2 was.

Featuring: Ken Thompson, Llion Jones

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Chapters:

(00:00) Attention is all you need
(00:04) Building Shommi before work in 2012
(00:23) Dropping the deep work habit
(00:37) How METR grades AI models
(01:04) Chopped-up attention
(01:09) Ken Thompson's four weeks and Unix
(01:35) Two and a half hours each morning

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Fri, 02 Oct 2026 11:33:06 -0700 Dru Riley Watch on YouTube Dru Riley 109 In 2012 I gave a side project two hours of deep work each morning before my day job. It failed and I dropped the habit with it. METR grades AI models by the longest task they can finish, and a person with chopped-up attention is stuck where GPT-2 was. In 2012 I gave a side project two hours of deep work each morning before my day job. It failed and I dropped the habit with it. METR grades AI models by the longest task they can finish, and a person with chopped-up attention is stuck where GPT-2 was. ken thompson,llion jones,the power of focus,deep work,attention span,how to focus,metr,ai time horizon,unix,morning routine No Ken Thompson Llion Jones Dru Riley The 1 Rule That Stops Me Raising My Goals Too Soon | Daily Essay 193 193 The 1 Rule That Stops Me Raising My Goals Too Soon | Daily Essay full 5ed4f3af-5c84-4e0d-9130-86db16b7ec33 https://share.transistor.fm/s/17554186 A week of easy runs had me ready to make an hour my new floor. Then I remembered the run my rule asks for first. Seán Quinn's 35 years of wins ended in a €3 billion loss on one Irish bank.

Featuring: Seán Quinn, Carl Sagan

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Chapters:

(00:00) A good week of easy runs
(00:12) The rule before raising a floor
(00:26) How buyers in a bubble reason
(00:37) Seán Quinn's 35 years of wins
(01:16) The 2008 crash and €3 billion

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> A week of easy runs had me ready to make an hour my new floor. Then I remembered the run my rule asks for first. Seán Quinn's 35 years of wins ended in a €3 billion loss on one Irish bank.

Featuring: Seán Quinn, Carl Sagan

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Chapters:

(00:00) A good week of easy runs
(00:12) The rule before raising a floor
(00:26) How buyers in a bubble reason
(00:37) Seán Quinn's 35 years of wins
(01:16) The 2008 crash and €3 billion

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Thu, 01 Oct 2026 12:39:20 -0700 Dru Riley Watch on YouTube Dru Riley 96 A week of easy runs had me ready to make an hour my new floor. Then I remembered the run my rule asks for first. Seán Quinn's 35 years of wins ended in a €3 billion loss on one Irish bank. A week of easy runs had me ready to make an hour my new floor. Then I remembered the run my rule asks for first. Seán Quinn's 35 years of wins ended in a €3 billion loss on one Irish bank. seán quinn,sean quinn,carl sagan,anglo irish bank,how to stay consistent,raising your goals,habit floor,bubble thinking,overconfidence,running habit No Dru Riley Seán Quinn Carl Sagan What a Depression Drug Taught Me About Rich People's Habits | Daily Essay 192 192 What a Depression Drug Taught Me About Rich People's Habits | Daily Essay full 7333314e-c113-4e81-8067-ad832d646626 https://share.transistor.fm/s/ee5819ba I looked up dozens of people who got rich before 50 and what they did each day. When I went looking for people with the same habits who never got rich, I could barely find any.

Featuring: Ben Goldacre, Warren Buffett, John D. Rockefeller, Galeazzo Ciano

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Chapters:

(00:00) The winners who got biographies
(00:21) Ben Goldacre and reboxetine
(00:51) Checking a winner's habit

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> I looked up dozens of people who got rich before 50 and what they did each day. When I went looking for people with the same habits who never got rich, I could barely find any.

Featuring: Ben Goldacre, Warren Buffett, John D. Rockefeller, Galeazzo Ciano

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Chapters:

(00:00) The winners who got biographies
(00:21) Ben Goldacre and reboxetine
(00:51) Checking a winner's habit

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Wed, 30 Sep 2026 10:47:24 -0700 Dru Riley Watch on YouTube Dru Riley 74 I looked up dozens of people who got rich before 50 and what they did each day. When I went looking for people with the same habits who never got rich, I could barely find any. I looked up dozens of people who got rich before 50 and what they did each day. When I went looking for people with the same habits who never got rich, I could barely find any. ben goldacre,warren buffett,john d. rockefeller,galeazzo ciano,survivorship bias,publication bias,habits of rich people,reboxetine,success leaves clues No Dru Riley Ben Goldacre Warren Buffett Galeazzo Ciano John D. Rockefeller If It Fits, It Sticks | Daily Essay 191 191 If It Fits, It Sticks | Daily Essay full 6fccce96-07d6-490f-8a2c-822b670eca48 https://share.transistor.fm/s/dfa537eb I love to bike, but I run instead, because on foot I feel safer. After cars killed more than 3,000 people in the Netherlands in 1971, the Dutch kept biking and changed their environment instead.

Featuring: Vic Langenhoff

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Chapters:

(00:00) Why I run instead of bike
(00:16) Cars take over Dutch roads
(00:25) Vic Langenhoff and Stop de Kindermoord
(00:46) Making the roads safe to bike on
(01:10) Habit harmony

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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Subscribe to Dru's Notes for a new episode every day.

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]]> I love to bike, but I run instead, because on foot I feel safer. After cars killed more than 3,000 people in the Netherlands in 1971, the Dutch kept biking and changed their environment instead.

Featuring: Vic Langenhoff

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Chapters:

(00:00) Why I run instead of bike
(00:16) Cars take over Dutch roads
(00:25) Vic Langenhoff and Stop de Kindermoord
(00:46) Making the roads safe to bike on
(01:10) Habit harmony

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Tue, 29 Sep 2026 11:38:53 -0700 Dru Riley Watch on YouTube Dru Riley 85 I love to bike, but I run instead, because on foot I feel safer. After cars killed more than 3,000 people in the Netherlands in 1971, the Dutch kept biking and changed their environment instead. I love to bike, but I run instead, because on foot I feel safer. After cars killed more than 3,000 people in the Netherlands in 1971, the Dutch kept biking and changed their environment instead. vic langenhoff,habits,habit harmony,running,cycling,stop de kindermoord,netherlands bike paths,dutch cycling,environment and habits No Dru Riley Vic Langenhoff I Quit The ONE Thing Three Times Before I Got It Right | Daily Essay 190 190 I Quit The ONE Thing Three Times Before I Got It Right | Daily Essay full 812856b9-19a1-4951-8961-924d5f52ac91 https://share.transistor.fm/s/e19d0cac Scored on the finish, my one thing shrank until it took a few minutes. The work I cared about barely moved, until I heard Gary Keller say he blocks four hours a day for his.

Featuring: Gary Keller, Raymond Chandler, Alex Hormozi, Cal Newport, Charles Darwin, Haruki Murakami

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Chapters:

(00:00) Cal Newport on hours of concentration
(00:11) Three tries at Gary Keller's The ONE Thing
(00:38) Shrinking the one thing to fit a day
(01:02) Keller's four-hour block
(01:19) Raymond Chandler's four-hour rule
(01:37) How Hormozi, Newport, Murakami and Darwin block their time

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Scored on the finish, my one thing shrank until it took a few minutes. The work I cared about barely moved, until I heard Gary Keller say he blocks four hours a day for his.

Featuring: Gary Keller, Raymond Chandler, Alex Hormozi, Cal Newport, Charles Darwin, Haruki Murakami

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Chapters:

(00:00) Cal Newport on hours of concentration
(00:11) Three tries at Gary Keller's The ONE Thing
(00:38) Shrinking the one thing to fit a day
(01:02) Keller's four-hour block
(01:19) Raymond Chandler's four-hour rule
(01:37) How Hormozi, Newport, Murakami and Darwin block their time

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Mon, 28 Sep 2026 14:20:29 -0700 Dru Riley Watch on YouTube Dru Riley 124 Scored on the finish, my one thing shrank until it took a few minutes. The work I cared about barely moved, until I heard Gary Keller say he blocks four hours a day for his. Scored on the finish, my one thing shrank until it took a few minutes. The work I cared about barely moved, until I heard Gary Keller say he blocks four hours a day for his. gary keller,raymond chandler,alex hormozi,cal newport,charles darwin,haruki murakami,the one thing,deep work,time blocking,ivy lee method,focus No Dru Riley Gary Keller Cal Newport Charles Darwin Haruki Murakami Raymond Chandler Alex Hormozi A Day on the Moon. A Decade of Depression. | Daily Essay 189 189 A Day on the Moon. A Decade of Depression. | Daily Essay full c8133dee-9bf0-47bf-accd-2f50de44de5c https://share.transistor.fm/s/2e2b3eef Buzz Aldrin spent 21 hours on the moon and the next decade fighting depression and alcoholism. Some goals give you a high and fade. Others make each ordinary day better after you reach them.

Featuring: Buzz Aldrin, Fyodor Dostoevsky, Pete Adeney

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Chapters:

(00:00) Goals that fade after the high
(00:23) Buzz Aldrin after the moon
(00:48) The hedonic treadmill
(00:57) Vanity Goals and Sanity Goals
(01:29) Financial independence and Mr. Money Mustache
(01:48) Two lists of goals

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Subscribe to Dru's Notes for a new episode every day.

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]]> Buzz Aldrin spent 21 hours on the moon and the next decade fighting depression and alcoholism. Some goals give you a high and fade. Others make each ordinary day better after you reach them.

Featuring: Buzz Aldrin, Fyodor Dostoevsky, Pete Adeney

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Chapters:

(00:00) Goals that fade after the high
(00:23) Buzz Aldrin after the moon
(00:48) The hedonic treadmill
(00:57) Vanity Goals and Sanity Goals
(01:29) Financial independence and Mr. Money Mustache
(01:48) Two lists of goals

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Sun, 27 Sep 2026 11:31:18 -0700 Dru Riley Watch on YouTube Dru Riley 152 Buzz Aldrin spent 21 hours on the moon and the next decade fighting depression and alcoholism. Some goals give you a high and fade. Others make each ordinary day better after you reach them. Buzz Aldrin spent 21 hours on the moon and the next decade fighting depression and alcoholism. Some goals give you a high and fade. Others make each ordinary day better after you reach them. buzz aldrin,fyodor dostoevsky,mr money mustache,pete adeney,hedonic treadmill,goal setting,vanity goals,sanity goals,financial independence,happiness No Dru Riley Buzz Aldrin Fyodor Dostoevsky Pete Adeney Why “Systems Not Goals” Is a Trap | Daily Essay 188 188 Why “Systems Not Goals” Is a Trap | Daily Essay full e5effcc2-3891-4833-a1c8-04875032485b https://share.transistor.fm/s/0f4fb31e A goal needs a system to reach it. A system needs a goal to give it direction.

Featuring: Maurice Ashley, Bill Walsh, Seneca

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Chapters:

(00:00) Seneca's port
(00:06) Maurice Ashley works backward to grandmaster
(00:25) Goals and systems need each other
(00:38) Bill Walsh's system served the score
(01:25) Work backward to your habits

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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Subscribe to Dru's Notes for a new episode every day.

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]]> A goal needs a system to reach it. A system needs a goal to give it direction.

Featuring: Maurice Ashley, Bill Walsh, Seneca

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Chapters:

(00:00) Seneca's port
(00:06) Maurice Ashley works backward to grandmaster
(00:25) Goals and systems need each other
(00:38) Bill Walsh's system served the score
(01:25) Work backward to your habits

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Sat, 26 Sep 2026 05:43:31 -0700 Dru Riley Watch on YouTube Dru Riley 95 A goal needs a system to reach it. A system needs a goal to give it direction. A goal needs a system to reach it. A system needs a goal to give it direction. maurice ashley,bill walsh,seneca,systems vs goals,goals and habits,the score takes care of itself,chess grandmaster,working backward No Dru Riley Maurice Ashley Seneca Bill Walsh The Truth About Running Multiple Businesses at Once | Daily Essay 187 187 The Truth About Running Multiple Businesses at Once | Daily Essay full cbe1114d-32bb-4f0b-930b-c9d75a51f713 https://share.transistor.fm/s/79efb2c5 I spread one daily marketing block across 8 products and each one lost momentum while I tended to the other seven. With 8 products sharing that block, each one got marketing time once or twice a week.

Featuring: Serena Williams

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Chapters:

(00:00) Serena Williams on concentration
(00:08) One marketing block across 8 products
(00:22) The hammer and the cooling metal
(00:33) Starting a fire with a bow drill
(01:05) One pause resets the board
(01:13) Tending a fire versus starting one

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> I spread one daily marketing block across 8 products and each one lost momentum while I tended to the other seven. With 8 products sharing that block, each one got marketing time once or twice a week.

Featuring: Serena Williams

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Chapters:

(00:00) Serena Williams on concentration
(00:08) One marketing block across 8 products
(00:22) The hammer and the cooling metal
(00:33) Starting a fire with a bow drill
(01:05) One pause resets the board
(01:13) Tending a fire versus starting one

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Fri, 25 Sep 2026 09:53:07 -0700 Dru Riley Watch on YouTube Dru Riley 84 I spread one daily marketing block across 8 products and each one lost momentum while I tended to the other seven. With 8 products sharing that block, each one got marketing time once or twice a week. I spread one daily marketing block across 8 products and each one lost momentum while I tended to the other seven. With 8 products sharing that block, each one got marketing time once or twice a week. serena williams,running multiple businesses,focus on one thing,marketing,momentum,bow drill,starting a fire No Dru Riley Serena Williams The 4 Anti-Habits That Make My Habits Possible | Daily Essay 186 186 The 4 Anti-Habits That Make My Habits Possible | Daily Essay full e2a3c680-48e0-4418-8433-e3a87503ddba https://share.transistor.fm/s/554a05a4 Each day I reach out to 13 people, do 8 courage challenges and run 34 minutes. As my habits grew, I tightened my anti-habits. Haruki Murakami went to bed at 9pm to buy his 4am writing start. Formula 1 brakes let drivers stay at speed longer before each corner. The more aggressive your habits are, the more aggressive your anti-habits need to be.

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Featuring: Shonda Rhimes, Haruki Murakami

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Chapters:

(00:00) Shonda Rhimes's Email Rule
(00:07) The Daily Habit Push
(00:37) Tightening the 4 Anti-Habits
(01:03) Haruki Murakami's Bedtime Trade
(01:30) Formula 1 Brakes and Habit Boundaries

Where to find Dru:

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YouTube: https://www.youtube.com/@dru-notes
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]]> Each day I reach out to 13 people, do 8 courage challenges and run 34 minutes. As my habits grew, I tightened my anti-habits. Haruki Murakami went to bed at 9pm to buy his 4am writing start. Formula 1 brakes let drivers stay at speed longer before each corner. The more aggressive your habits are, the more aggressive your anti-habits need to be.

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Featuring: Shonda Rhimes, Haruki Murakami

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Chapters:

(00:00) Shonda Rhimes's Email Rule
(00:07) The Daily Habit Push
(00:37) Tightening the 4 Anti-Habits
(01:03) Haruki Murakami's Bedtime Trade
(01:30) Formula 1 Brakes and Habit Boundaries

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Thu, 24 Sep 2026 13:45:44 -0700 Dru Riley Watch on YouTube Dru Riley 118 Each day I reach out to 13 people, do 8 courage challenges and run 34 minutes. As my habits grew, I tightened my anti-habits. Haruki Murakami went to bed at 9pm to buy his 4am writing start. Formula 1 brakes let drivers stay at speed longer before each corner. The more aggressive your habits are, the more aggressive your anti-habits need to be. Each day I reach out to 13 people, do 8 courage challenges and run 34 minutes. As my habits grew, I tightened my anti-habits. Haruki Murakami went to bed at 9pm to buy his 4am writing start. Formula 1 brakes let drivers stay at speed longer before each co anti-habits,habits,discipline,boundaries,haruki murakami,shonda rhimes,routine,time management,screen time No Dru Riley Shonda Rhimes Haruki Murakami I Use Evolution to Predict Which Markets Survive AI | Daily Essay 185 185 I Use Evolution to Predict Which Markets Survive AI | Daily Essay full 5c0e702b-9ee7-4080-9b2f-19ef0aca66e3 https://share.transistor.fm/s/63ede188 Chegg lost about 99% of its market value while electricians got busier. Markets take the same five routes species take through an ice age: gone, hurt, unchanged, thriving and new.

Featuring: Elizabeth Kolbert

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Chapters:

(00:00) Watching markets meet cheap intelligence
(00:24) Five routes through an ice age
(00:52) Gone and hurt: Chegg and bill negotiators
(01:38) Unchanged: barbers
(01:47) Thriving: electricians
(02:08) New: Mercor

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
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]]> Chegg lost about 99% of its market value while electricians got busier. Markets take the same five routes species take through an ice age: gone, hurt, unchanged, thriving and new.

Featuring: Elizabeth Kolbert

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Chapters:

(00:00) Watching markets meet cheap intelligence
(00:24) Five routes through an ice age
(00:52) Gone and hurt: Chegg and bill negotiators
(01:38) Unchanged: barbers
(01:47) Thriving: electricians
(02:08) New: Mercor

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Wed, 23 Sep 2026 11:41:02 -0700 Dru Riley Watch on YouTube Dru Riley 154 Chegg lost about 99% of its market value while electricians got busier. Markets take the same five routes species take through an ice age: gone, hurt, unchanged, thriving and new. Chegg lost about 99% of its market value while electricians got busier. Markets take the same five routes species take through an ice age: gone, hurt, unchanged, thriving and new. elizabeth kolbert,chegg,mercor,billshark,pine ai,chatgpt,ai and jobs,future of work,evolution,disruption,market trends No Dru Riley Elizabeth Kolbert What Google's M&M Jars Taught Me About Willpower | Daily Essay 184 184 What Google's M&M Jars Taught Me About Willpower | Daily Essay full 0f392406-b457-4d73-9420-3a4549878cac https://share.transistor.fm/s/cf6a85c7 Ten years back, my interior designer wanted to put a bar cart in my house. Put liquor in plain sight and you're subconsciously primed. Move it out of sight and the thought doesn't form.

Featuring: Leonardo da Vinci

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Chapters:

(00:00) Leonardo da Vinci on Resistance
(00:05) The Bar Cart Decision
(00:21) Google's M&M Experiment
(00:42) Shaping Your Environment

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
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]]> Ten years back, my interior designer wanted to put a bar cart in my house. Put liquor in plain sight and you're subconsciously primed. Move it out of sight and the thought doesn't form.

Featuring: Leonardo da Vinci

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Chapters:

(00:00) Leonardo da Vinci on Resistance
(00:05) The Bar Cart Decision
(00:21) Google's M&M Experiment
(00:42) Shaping Your Environment

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Tue, 22 Sep 2026 07:22:10 -0700 Dru Riley Watch on YouTube Dru Riley 50 Ten years back, my interior designer wanted to put a bar cart in my house. Put liquor in plain sight and you're subconsciously primed. Move it out of sight and the thought doesn't form. Ten years back, my interior designer wanted to put a bar cart in my house. Put liquor in plain sight and you're subconsciously primed. Move it out of sight and the thought doesn't form. leonardo da vinci,environment design,habits,willpower,friction,decision fatigue,google m&m experiment No Dru Riley Leonardo da Vinci What a 20-Mile Night Run Taught Me About Negative Returns | Daily Essay 183 183 What a 20-Mile Night Run Taught Me About Negative Returns | Daily Essay full 82ac15a9-7adf-4ff5-a2a6-bc6016f2a30c https://share.transistor.fm/s/3bbd507b Kiese Laymon ran at least six miles a day for 2,564 days straight until his body broke. With most good things, more does less each time. With a few, more starts producing the harm it was protecting you from.

Featuring: Kiese Laymon, Dongfang Shuo

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Chapters:

(00:00) Dongfang Shuo's Water Maxim
(00:09) Kiese Laymon's Daily Streak
(00:34) The 20-Mile Night Run
(00:48) The Point of Negative Returns
(01:06) Where the Good Turns Bad

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Kiese Laymon ran at least six miles a day for 2,564 days straight until his body broke. With most good things, more does less each time. With a few, more starts producing the harm it was protecting you from.

Featuring: Kiese Laymon, Dongfang Shuo

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Chapters:

(00:00) Dongfang Shuo's Water Maxim
(00:09) Kiese Laymon's Daily Streak
(00:34) The 20-Mile Night Run
(00:48) The Point of Negative Returns
(01:06) Where the Good Turns Bad

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Mon, 21 Sep 2026 12:47:01 -0700 Dru Riley Dru Riley 80 Kiese Laymon ran at least six miles a day for 2,564 days straight until his body broke. With most good things, more does less each time. With a few, more starts producing the harm it was protecting you from. Kiese Laymon ran at least six miles a day for 2,564 days straight until his body broke. With most good things, more does less each time. With a few, more starts producing the harm it was protecting you from. kiese laymon,dongfang shuo,habits,discipline,running streaks,diminishing returns,negative returns No Dru Riley Kiese Laymon Dongfang Shuo How I Play Aggressive But Safe | Daily Essay 182 182 How I Play Aggressive But Safe | Daily Essay full f9ead774-f491-4604-911a-f4a9afb55a6c https://share.transistor.fm/s/4e4c4553 Blue team defends a system. Red team breaks in. The defender needs to be perfect, while the attacker only has to find a single error.

Featuring: Biggie Smalls, Cory Doctorow, Phil Hellmuth

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Chapters:

(00:00) Blue Team vs Red Team
(00:23) Tight-Aggressive Poker
(01:00) The Threat Is Stronger Than Execution
(01:15) Mouse vs Maniac
(01:55) Aim Your Aggression

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Blue team defends a system. Red team breaks in. The defender needs to be perfect, while the attacker only has to find a single error.

Featuring: Biggie Smalls, Cory Doctorow, Phil Hellmuth

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Chapters:

(00:00) Blue Team vs Red Team
(00:23) Tight-Aggressive Poker
(01:00) The Threat Is Stronger Than Execution
(01:15) Mouse vs Maniac
(01:55) Aim Your Aggression

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sun, 20 Sep 2026 12:00:08 -0700 Dru Riley Watch on YouTube Dru Riley 130 Blue team defends a system. Red team breaks in. The defender needs to be perfect, while the attacker only has to find a single error. Blue team defends a system. Red team breaks in. The defender needs to be perfect, while the attacker only has to find a single error. biggie smalls,cory doctorow,phil hellmuth,poker strategy,tight aggressive,chess,game theory,taking initiative,playing not to lose No Dru Riley Biggie Smalls Cory Doctorow Phil Hellmuth Why I Turn My Phone Screen Red at 9pm | Daily Essay 181 181 Why I Turn My Phone Screen Red at 9pm | Daily Essay full 139a26bb-c6f7-463c-9784-458591dc08b1 https://share.transistor.fm/s/e21d926a Unlocking your phone by face is instant. A passcode adds a few seconds of friction where you decide whether to keep going.

Featuring: W. Clement Stone

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Chapters:

(00:00) The Passcode Friction
(00:27) Red Light Mode and Sleep
(00:44) Dual App Blockers and Downtime
(01:16) Batching Meetings for Deep Work
(01:21) Deciding Once in Advance

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Unlocking your phone by face is instant. A passcode adds a few seconds of friction where you decide whether to keep going.

Featuring: W. Clement Stone

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Multi: Turn any content into a YouTube video. https://makemulti.com

Chapters:

(00:00) The Passcode Friction
(00:27) Red Light Mode and Sleep
(00:44) Dual App Blockers and Downtime
(01:16) Batching Meetings for Deep Work
(01:21) Deciding Once in Advance

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sat, 19 Sep 2026 06:20:45 -0700 Dru Riley Watch on YouTube Dru Riley 93 Unlocking your phone by face is instant. A passcode adds a few seconds of friction where you decide whether to keep going. Unlocking your phone by face is instant. A passcode adds a few seconds of friction where you decide whether to keep going. w. clement stone,screen time,phone addiction,digital minimalism,willpower,deep work,app blockers,red light mode No Dru Riley W. Clement Stone The 2,000-Day Experiment I Couldn't Shut Down | Daily Essay 180 180 The 2,000-Day Experiment I Couldn't Shut Down | Daily Essay full 7bb2d487-f4df-4097-9cb7-7dcd393bb2f3 https://share.transistor.fm/s/8d9128ed I ran a daily standup for 2,000 days. Hundreds of founders joined and logged 44,110 standups, but ending it took years.

Featuring: Milton Friedman

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Chapters:

(00:00) Friedman on Temporary Programs
(00:06) The 44,110-Standup Streak
(00:40) Traction as an Accidental Obligation
(01:05) Call Options for Projects
(01:25) 4 Rules to Keep Experiments Optional

Where to find Dru:

Essays: https://druriley.com/
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]]> I ran a daily standup for 2,000 days. Hundreds of founders joined and logged 44,110 standups, but ending it took years.

Featuring: Milton Friedman

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Chapters:

(00:00) Friedman on Temporary Programs
(00:06) The 44,110-Standup Streak
(00:40) Traction as an Accidental Obligation
(01:05) Call Options for Projects
(01:25) 4 Rules to Keep Experiments Optional

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Fri, 18 Sep 2026 09:06:21 -0700 Dru Riley Watch on YouTube Dru Riley 125 I ran a daily standup for 2,000 days. Hundreds of founders joined and logged 44,110 standups, but ending it took years. I ran a daily standup for 2,000 days. Hundreds of founders joined and logged 44,110 standups, but ending it took years. milton friedman,experiments,daily standup,call options,startup habits,knowing when to quit No Dru Riley Milton Friedman How I Quit My YouTube Addiction | Daily Essay 179 179 How I Quit My YouTube Addiction | Daily Essay full 13c03a64-a087-40fe-aa40-a31f786c1608 https://share.transistor.fm/s/57b9d9ca I was on a Trends.vc Masterminds call when the host asked what move had a payoff that wildly outran its cost. Curfew was my answer: an app that blocks YouTube on my laptop until 4pm.

Featuring: Gustave Flaubert, Jonathan Franzen

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Chapters:

(00:00) What Payoff Wildly Outran What It Cost You?
(00:18) Curfew and the 15 Hours a Week
(00:38) Jonathan Franzen's Sawn-Off Cable
(00:59) Decide Once, Never Daily

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> I was on a Trends.vc Masterminds call when the host asked what move had a payoff that wildly outran its cost. Curfew was my answer: an app that blocks YouTube on my laptop until 4pm.

Featuring: Gustave Flaubert, Jonathan Franzen

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Multi: Turn any content into a YouTube video. https://makemulti.com

Chapters:

(00:00) What Payoff Wildly Outran What It Cost You?
(00:18) Curfew and the 15 Hours a Week
(00:38) Jonathan Franzen's Sawn-Off Cable
(00:59) Decide Once, Never Daily

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Thu, 17 Sep 2026 09:30:52 -0700 Dru Riley Watch on YouTube Dru Riley 71 I was on a Trends.vc Masterminds call when the host asked what move had a payoff that wildly outran its cost. Curfew was my answer: an app that blocks YouTube on my laptop until 4pm. I was on a Trends.vc Masterminds call when the host asked what move had a payoff that wildly outran its cost. Curfew was my answer: an app that blocks YouTube on my laptop until 4pm. gustave flaubert,jonathan franzen,curfew,youtube addiction,boundaries,willpower,habit design,screen time,anti-habits No Dru Riley Gustave Flaubert Jonathan Franzen I Thought Bigger Muscle Just Meant More Strength | Daily Essay 178 178 I Thought Bigger Muscle Just Meant More Strength | Daily Essay full d6eca946-bc75-49a1-8735-e66e74d88b46 https://share.transistor.fm/s/f94cb7f1 I thought bigger muscle just meant more strength. Then a health podcast on a run split capacity from firing. Two fishermen showed why waiting to feel ready is just not starting.

Featuring: Dickie Bush, Flannery O'Connor

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Chapters:

(00:00) A line I had to rewind
(00:15) Bigger muscle just meant more strength
(00:19) Muscle is capacity
(00:42) Two fishermen who had never cast
(01:08) A shitty rod on day one
(01:29) Progress first, then optimize

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> I thought bigger muscle just meant more strength. Then a health podcast on a run split capacity from firing. Two fishermen showed why waiting to feel ready is just not starting.

Featuring: Dickie Bush, Flannery O'Connor

Watch on YouTube

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Brought to you by:

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Multi: Turn any content into a YouTube video. https://makemulti.com

Chapters:

(00:00) A line I had to rewind
(00:15) Bigger muscle just meant more strength
(00:19) Muscle is capacity
(00:42) Two fishermen who had never cast
(01:08) A shitty rod on day one
(01:29) Progress first, then optimize

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Wed, 16 Sep 2026 15:39:04 -0700 Dru Riley Watch on YouTube Dru Riley 114 I thought bigger muscle just meant more strength. Then a health podcast on a run split capacity from firing. Two fishermen showed why waiting to feel ready is just not starting. I thought bigger muscle just meant more strength. Then a health podcast on a run split capacity from firing. Two fishermen showed why waiting to feel ready is just not starting. dickie bush,flannery o'connor,muscle vs strength,start before you're ready,progress first,optimize later,nervous system No Dru Riley Dickie Bush Flannery O'Connor How I Learned Spanish While Running | Daily Essay 177 177 How I Learned Spanish While Running | Daily Essay full 8acd31f3-83db-4809-b39c-40435ff1be9d https://share.transistor.fm/s/ed1e2815 I tried to learn Spanish for years and never consistently found the time. Any hour I gave it came straight out of something else I needed to do.

Featuring: Kevin J. Anderson, Nilofer Merchant, Alice Walker

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Chapters:

(00:00) Studying Spanish While Running
(00:36) An AI Refuses the Trade in Breakout
(00:57) What Tunneling Means
(01:03) Kevin J. Anderson Dictating on the Trail
(01:28) Nilofer Merchant and Walking Meetings
(01:47) Stacking Activities and Testing Trade-Offs

Where to find Dru:

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YouTube: https://www.youtube.com/@dru-notes
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]]> I tried to learn Spanish for years and never consistently found the time. Any hour I gave it came straight out of something else I needed to do.

Featuring: Kevin J. Anderson, Nilofer Merchant, Alice Walker

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Chapters:

(00:00) Studying Spanish While Running
(00:36) An AI Refuses the Trade in Breakout
(00:57) What Tunneling Means
(01:03) Kevin J. Anderson Dictating on the Trail
(01:28) Nilofer Merchant and Walking Meetings
(01:47) Stacking Activities and Testing Trade-Offs

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Tue, 15 Sep 2026 12:42:37 -0700 Dru Riley Watch on YouTube Dru Riley 120 I tried to learn Spanish for years and never consistently found the time. Any hour I gave it came straight out of something else I needed to do. I tried to learn Spanish for years and never consistently found the time. Any hour I gave it came straight out of something else I needed to do. kevin j anderson,nilofer merchant,alice walker,habit stacking,opportunity cost,time management,breakout ai No Kevin J. Anderson Nilofer Merchant Alice Walker Dru Riley I Did It Once, So I Can Do It Again | Daily Essay 176 176 I Did It Once, So I Can Do It Again | Daily Essay full 2cbb606f-5f7e-4d34-83f9-4613d0ac9598 https://share.transistor.fm/s/bdcaf0af Roger Bannister broke the four-minute mile and within two years dozens followed. Proving that a threshold is possible destroys the mental hurdle and ratchets belief forward.

Featuring: Roger Bannister, John Landy

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Chapters:

(00:00) The critical organ
(00:06) Rebuilding conditioning past 34 minutes
(00:33) Roger Bannister and the four-minute mile
(01:08) Mini case studies in business
(01:32) Stories are ratchets
(01:44) Confidence follows evidence

Where to find Dru:

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YouTube: https://www.youtube.com/@dru-notes
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]]> Roger Bannister broke the four-minute mile and within two years dozens followed. Proving that a threshold is possible destroys the mental hurdle and ratchets belief forward.

Featuring: Roger Bannister, John Landy

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Chapters:

(00:00) The critical organ
(00:06) Rebuilding conditioning past 34 minutes
(00:33) Roger Bannister and the four-minute mile
(01:08) Mini case studies in business
(01:32) Stories are ratchets
(01:44) Confidence follows evidence

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Mon, 14 Sep 2026 12:44:51 -0700 Dru Riley Watch on YouTube Dru Riley 113 Roger Bannister broke the four-minute mile and within two years dozens followed. Proving that a threshold is possible destroys the mental hurdle and ratchets belief forward. Roger Bannister broke the four-minute mile and within two years dozens followed. Proving that a threshold is possible destroys the mental hurdle and ratchets belief forward. roger bannister,john landy,four minute mile,mental barriers,ratchets,evidence,confidence,running No Roger Bannister John Landy Dru Riley How a Dark Mexico City Room Killed My Output | Daily Essay 175 175 How a Dark Mexico City Room Killed My Output | Daily Essay full 71515eb1-1c05-40cd-bdce-8055c9862891 https://share.transistor.fm/s/0ae3e303 I paid two to three times what the same condo cost outside the city. It was the tail end of a three-year mini-retirement.

Featuring: B. F. Skinner, Wilbur Wright, Lee Robins

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Chapters:

(00:00) Paying for the BeltLine
(00:46) How the Wright Brothers Picked Kitty Hawk
(01:29) The Mexico City Wall
(01:43) Why 943 Soldiers Quit Heroin
(02:16) The 4 Living Rules

Where to find Dru:

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]]> I paid two to three times what the same condo cost outside the city. It was the tail end of a three-year mini-retirement.

Featuring: B. F. Skinner, Wilbur Wright, Lee Robins

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Chapters:

(00:00) Paying for the BeltLine
(00:46) How the Wright Brothers Picked Kitty Hawk
(01:29) The Mexico City Wall
(01:43) Why 943 Soldiers Quit Heroin
(02:16) The 4 Living Rules

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Sun, 13 Sep 2026 09:07:37 -0700 Dru Riley Watch on YouTube Dru Riley 162 I paid two to three times what the same condo cost outside the city. It was the tail end of a three-year mini-retirement. I paid two to three times what the same condo cost outside the city. It was the tail end of a three-year mini-retirement. b. f. skinner,wilbur wright,lee robins,environment design,habits,willpower,friction,kitty hawk,atlanta beltline No B. F. Skinner Lee Robins Wilbur Wright Dru Riley The Habit That (Quietly) Changed My Life | Daily Essay 174 174 The Habit That (Quietly) Changed My Life | Daily Essay full 18981f82-86a4-4aae-a948-2dbb055a91ad https://share.transistor.fm/s/b92b6739 My shirt rubbed my nipple raw when I moved my run from 55 minutes to 89. Dehydration arrived at the same time.

Featuring: Safi Bahcall, Emil Zátopek

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Chapters:

(00:00) Phase transitions in habit systems
(00:12) Moving a run from 55 minutes to 89
(00:51) Emil Zátopek's Olympic triple gold and hernia
(01:21) Habits do not scale as a straight line

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> My shirt rubbed my nipple raw when I moved my run from 55 minutes to 89. Dehydration arrived at the same time.

Featuring: Safi Bahcall, Emil Zátopek

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Chapters:

(00:00) Phase transitions in habit systems
(00:12) Moving a run from 55 minutes to 89
(00:51) Emil Zátopek's Olympic triple gold and hernia
(01:21) Habits do not scale as a straight line

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sat, 12 Sep 2026 08:46:16 -0700 Dru Riley Watch on YouTube Dru Riley 110 My shirt rubbed my nipple raw when I moved my run from 55 minutes to 89. Dehydration arrived at the same time. My shirt rubbed my nipple raw when I moved my run from 55 minutes to 89. Dehydration arrived at the same time. safi bahcall,emil zatopek,habits,running,phase transition,executive control,discipline,endurance No Safi Bahcall Emil Zátopek Dru Riley Why I Said No to Venture Capital for Trends.vc | Daily Essay 173 173 Why I Said No to Venture Capital for Trends.vc | Daily Essay full 98c43e90-bf61-4310-acb1-94d1421ff63d https://share.transistor.fm/s/b048fa61 On the show Creator Lab, Bilal Zaidi asked me whether I would take investors for Trends.vc. I said no.

Featuring: Bilal Zaidi, Phillip Knowlton, Craig Newmark, Jim Buckmaster, Travis Kalanick, Fawzi Kamel

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Chapters:

(00:00) Stability at war with itself
(00:11) Trends.vc and the three interest groups
(00:31) Craigslist, eBay and Delaware Chancery Court
(01:26) Uber and the dashcam argument
(02:12) Who shouldn't have a vote?

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> On the show Creator Lab, Bilal Zaidi asked me whether I would take investors for Trends.vc. I said no.

Featuring: Bilal Zaidi, Phillip Knowlton, Craig Newmark, Jim Buckmaster, Travis Kalanick, Fawzi Kamel

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Chapters:

(00:00) Stability at war with itself
(00:11) Trends.vc and the three interest groups
(00:31) Craigslist, eBay and Delaware Chancery Court
(01:26) Uber and the dashcam argument
(02:12) Who shouldn't have a vote?

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Fri, 11 Sep 2026 07:35:17 -0700 Dru Riley Watch on YouTube Dru Riley 141 On the show Creator Lab, Bilal Zaidi asked me whether I would take investors for Trends.vc. I said no. On the show Creator Lab, Bilal Zaidi asked me whether I would take investors for Trends.vc. I said no. bilal zaidi,phillip knowlton,craig newmark,jim buckmaster,travis kalanick,fawzi kamel,trends.vc,craigslist,ebay,kijiji,uber,venture capital,bootstrapping,stakeholder incentives,fiduciary duty No Craig Newmark Fawzi Kamel Phillip Knowlton Bilal Zaidi Travis Kalanick Jim Buckmaster Dru Riley I Got Everything I Wanted at 23 and Stopped Growing | Daily Essay 172 172 I Got Everything I Wanted at 23 and Stopped Growing | Daily Essay full 37335153-903a-49fa-a3fd-5c068da71dff https://share.transistor.fm/s/9554676f I got the thing I'd wanted my whole life and then I stopped growing. Doing hard things when your back is against the wall is survival; courage is doing them when nothing is making you.

Featuring: Søren Kierkegaard, Jia Jiang, Tim Ferriss

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Chapters:

(00:00) When Nothing Is Chasing You
(00:34) Involuntary Discomfort vs Courage
(01:11) Jia Jiang's 100 Days of Rejection
(01:34) Tim Ferriss and Comfort Challenges
(01:53) 8 Courage Challenges a Day

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
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Subscribe to Dru's Notes for a new episode every day.

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]]> I got the thing I'd wanted my whole life and then I stopped growing. Doing hard things when your back is against the wall is survival; courage is doing them when nothing is making you.

Featuring: Søren Kierkegaard, Jia Jiang, Tim Ferriss

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Chapters:

(00:00) When Nothing Is Chasing You
(00:34) Involuntary Discomfort vs Courage
(01:11) Jia Jiang's 100 Days of Rejection
(01:34) Tim Ferriss and Comfort Challenges
(01:53) 8 Courage Challenges a Day

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Thu, 10 Sep 2026 09:34:00 -0700 Dru Riley Watch on YouTube Dru Riley 132 I got the thing I'd wanted my whole life and then I stopped growing. Doing hard things when your back is against the wall is survival; courage is doing them when nothing is making you. I got the thing I'd wanted my whole life and then I stopped growing. Doing hard things when your back is against the wall is survival; courage is doing them when nothing is making you. søren kierkegaard,jia jiang,tim ferriss,courage challenges,comfort challenges,rejection proof,voluntary discomfort,doing hard things No Dru Riley Søren Kierkegaard Tim Ferriss Jia Jiang The 1 Area I Ignored Across 20 Businesses | Daily Essay 171 171 The 1 Area I Ignored Across 20 Businesses | Daily Essay full a9e4cf9b-daf3-458b-9eae-ba224c6d5966 https://share.transistor.fm/s/f21869c2 I tried more than 20 businesses before one of them worked. One or two made a little money, but none of them got big despite working hard on each one.

Featuring: Thomas Reid

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Chapters:

(00:00) The weakest link in business
(00:13) Five areas of focus
(00:32) The mastermind that broke isolation
(00:52) The underdiversified portfolio
(01:24) Skipping leg day

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
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]]> I tried more than 20 businesses before one of them worked. One or two made a little money, but none of them got big despite working hard on each one.

Featuring: Thomas Reid

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Chapters:

(00:00) The weakest link in business
(00:13) Five areas of focus
(00:32) The mastermind that broke isolation
(00:52) The underdiversified portfolio
(01:24) Skipping leg day

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
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Subscribe to Dru's Notes for a new episode every day.

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]]> Wed, 09 Sep 2026 08:30:33 -0700 Dru Riley Watch on YouTube Dru Riley 107 I tried more than 20 businesses before one of them worked. One or two made a little money, but none of them got big despite working hard on each one. I tried more than 20 businesses before one of them worked. One or two made a little money, but none of them got big despite working hard on each one. thomas reid,hard work is not enough,solopreneur isolation,mastermind group,trends vc,dru riley,asset allocation,portfolio theory No Dru Riley Thomas Reid Plenty of Fish Sold for $575M. He Had 3 Employees. 170 170 Plenty of Fish Sold for $575M. He Had 3 Employees. full 9804d6ea-0dc1-4577-aa5a-acba9972d768 https://share.transistor.fm/s/8fcee7c8 Markus Frind built the largest dating site in the world by himself, ran it on about an hour a day and sold it for $575 million to a single shareholder. Then he bought more than 1,100 acres in the Okanagan and went back to farming.

Featuring: Markus Frind, Annie Frind, Kevin Burton, Frank Giustra, Lady Gaga

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Chapters:

(00:00) The French Riviera, and a business running without him
(00:27) Donauwörth to Hudson's Hope, 1,200 acres and a trailer
(01:27) BCIT, the 1999 diploma and the dot-com break
(03:05) Plenty of Fish, written in two weeks and priced at zero
(04:14) The $901,733.84 cheque from Google
(05:13) The midnight call, and the $575 million sale

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
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]]> Markus Frind built the largest dating site in the world by himself, ran it on about an hour a day and sold it for $575 million to a single shareholder. Then he bought more than 1,100 acres in the Okanagan and went back to farming.

Featuring: Markus Frind, Annie Frind, Kevin Burton, Frank Giustra, Lady Gaga

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Chapters:

(00:00) The French Riviera, and a business running without him
(00:27) Donauwörth to Hudson's Hope, 1,200 acres and a trailer
(01:27) BCIT, the 1999 diploma and the dot-com break
(03:05) Plenty of Fish, written in two weeks and priced at zero
(04:14) The $901,733.84 cheque from Google
(05:13) The midnight call, and the $575 million sale

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Tue, 08 Sep 2026 16:07:04 -0700 Dru Riley Watch on YouTube Dru Riley 372 Markus Frind built the largest dating site in the world by himself, ran it on about an hour a day and sold it for $575 million to a single shareholder. Then he bought more than 1,100 acres in the Okanagan and went back to farming. Markus Frind built the largest dating site in the world by himself, ran it on about an hour a day and sold it for $575 million to a single shareholder. Then he bought more than 1,100 acres in the Okanagan and went back to farming. markus frind,plenty of fish,match group,google adsense,online dating,bootstrapped founder,solo founder No Dru Riley Markus Frind Annie Frind Kevin Burton Lady Gaga Frank Giustra The Estimation Trick I Use to Start Moving | Daily Essay 169 169 The Estimation Trick I Use to Start Moving | Daily Essay full f6ff8784-41f0-4c96-9658-9b250ba0f2f2 https://share.transistor.fm/s/785b2411 Each day I ask one question: what's the one thing I can do that makes everything else easier or unnecessary? Putting a time estimate beside the answer forces a mental simulation before you lift a finger.

Featuring: Sun Tzu

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Chapters:

(00:00) Sun Tzu on calculations before battle
(00:08) Daily question and the time estimate
(00:19) Estimating as mental simulation
(00:32) The 90-minute cardiac deadline
(00:52) Activating the lab before arrival
(01:11) Walking the path before the clock

Where to find Dru:

Essays: https://druriley.com/
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Subscribe to Dru's Notes for a new episode every day.

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]]> Each day I ask one question: what's the one thing I can do that makes everything else easier or unnecessary? Putting a time estimate beside the answer forces a mental simulation before you lift a finger.

Featuring: Sun Tzu

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Chapters:

(00:00) Sun Tzu on calculations before battle
(00:08) Daily question and the time estimate
(00:19) Estimating as mental simulation
(00:32) The 90-minute cardiac deadline
(00:52) Activating the lab before arrival
(01:11) Walking the path before the clock

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Tue, 08 Sep 2026 11:41:32 -0700 Dru Riley Watch on YouTube Dru Riley 81 Each day I ask one question: what's the one thing I can do that makes everything else easier or unnecessary? Putting a time estimate beside the answer forces a mental simulation before you lift a finger. Each day I ask one question: what's the one thing I can do that makes everything else easier or unnecessary? Putting a time estimate beside the answer forces a mental simulation before you lift a finger. sun tzu,time estimation,mental simulation,task priming,door to balloon,productivity,habits No Dru Riley Sun Tzu The $1,000 Rule Behind My Trends.vc Reports | Daily Essay 168 168 The $1,000 Rule Behind My Trends.vc Reports | Daily Essay full 1861595d-76e0-45b7-8aa7-adb57de8b439 https://share.transistor.fm/s/5b4d6e83 When I wrote my first Trends.vc reports, I focused on density. Each good piece of content either makes you afraid to stop consuming or unable to stop consuming: the signal-to-noise contract or the escapism contract.

Featuring: Flannery O'Connor

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Chapters:

(00:00) The story way
(00:06) Raw research and density
(00:26) Signal to noise
(00:46) Escapism and serialization
(01:04) Combining signal and story

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> When I wrote my first Trends.vc reports, I focused on density. Each good piece of content either makes you afraid to stop consuming or unable to stop consuming: the signal-to-noise contract or the escapism contract.

Featuring: Flannery O'Connor

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Chapters:

(00:00) The story way
(00:06) Raw research and density
(00:26) Signal to noise
(00:46) Escapism and serialization
(01:04) Combining signal and story

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Mon, 07 Sep 2026 07:29:54 -0700 Dru Riley Watch on YouTube Dru Riley 78 When I wrote my first Trends.vc reports, I focused on density. Each good piece of content either makes you afraid to stop consuming or unable to stop consuming: the signal-to-noise contract or the escapism contract. When I wrote my first Trends.vc reports, I focused on density. Each good piece of content either makes you afraid to stop consuming or unable to stop consuming: the signal-to-noise contract or the escapism contract. flannery o'connor,trends.vc,the economist,netflix,content strategy,audience retention,dense reports No Dru Riley Flannery O'Connor The Pattern Behind Every System Collapse | Daily Essay 167 167 The Pattern Behind Every System Collapse | Daily Essay full 4e23e848-3230-4222-96cc-98db74be77c6 https://share.transistor.fm/s/43c796ab Habit systems, airline networks and 17th-century warships all fail the same way: not from a catastrophic shock, but under the weight of too many reasonable additions.

Featuring: Hyman Minsky, Courtland Allen, Michael Santoro, Lyn Montgomery, Klas Fleming, Joseph Tainter

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Chapters:

(00:00) Stability is destabilizing
(00:04) Fifteen years of habit lists that grew until they broke
(00:27) Southwest Airlines loses track of its crews, Christmas 2022
(01:12) The Vasa sinks 1,300 meters from the yard that built her
(01:59) Joseph Tainter on why complex societies end
(02:12) Too many reasonable additions

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Habit systems, airline networks and 17th-century warships all fail the same way: not from a catastrophic shock, but under the weight of too many reasonable additions.

Featuring: Hyman Minsky, Courtland Allen, Michael Santoro, Lyn Montgomery, Klas Fleming, Joseph Tainter

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Chapters:

(00:00) Stability is destabilizing
(00:04) Fifteen years of habit lists that grew until they broke
(00:27) Southwest Airlines loses track of its crews, Christmas 2022
(01:12) The Vasa sinks 1,300 meters from the yard that built her
(01:59) Joseph Tainter on why complex societies end
(02:12) Too many reasonable additions

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sun, 06 Sep 2026 08:11:32 -0700 Dru Riley Watch on YouTube Dru Riley 144 Habit systems, airline networks and 17th-century warships all fail the same way: not from a catastrophic shock, but under the weight of too many reasonable additions. Habit systems, airline networks and 17th-century warships all fail the same way: not from a catastrophic shock, but under the weight of too many reasonable additions. hyman minsky,courtland allen,michael santoro,lyn montgomery,klas fleming,joseph tainter,systems thinking,system collapse,habit tracking,southwest airlines,vasa warship No Dru Riley Hyman Minsky Courtland Allen Michael Santoro Lyn Montgomery Joseph Tainter Klas Fleming I Chose to Be Worst at Replying | Daily Essay 166 166 I Chose to Be Worst at Replying | Daily Essay full 0121f80e-3fd0-468e-a694-524469b31d3b https://share.transistor.fm/s/b090c837 Send me an email on Tuesday and you hear back the following Monday. That lag buys six days of unbroken focus, the same way Costco's 14% markup cap and Southwest's single aircraft type bought each company the thing it actually sells.

Featuring: Thomas Sowell

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Where to find Dru:

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YouTube: https://www.youtube.com/@dru-notes
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]]> Send me an email on Tuesday and you hear back the following Monday. That lag buys six days of unbroken focus, the same way Costco's 14% markup cap and Southwest's single aircraft type bought each company the thing it actually sells.

Featuring: Thomas Sowell

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Where to find Dru:

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YouTube: https://www.youtube.com/@dru-notes
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]]> Sat, 05 Sep 2026 08:02:33 -0700 Dru Riley Watch on YouTube Dru Riley 135 Send me an email on Tuesday and you hear back the following Monday. That lag buys six days of unbroken focus, the same way Costco's 14% markup cap and Southwest's single aircraft type bought each company the thing it actually sells. Send me an email on Tuesday and you hear back the following Monday. That lag buys six days of unbroken focus, the same way Costco's 14% markup cap and Southwest's single aircraft type bought each company the thing it actually sells. thomas sowell,costco,kirkland signature,southwest airlines,boeing 737,trade-offs,deliberate weakness,focus,deep work,batching meetings,email once a week No Dru Riley Thomas Sowell How I Stop Procrastinating | The Single Page Method | Daily Essay 165 165 How I Stop Procrastinating | The Single Page Method | Daily Essay full 1361aa2f-8844-4b1f-bb4d-1764d3e41eb8 https://share.transistor.fm/s/8fa7549f Avoiding the work does not mean you are lazy. It means the step in front of you is too steep.

Featuring: John Steinbeck

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Chapters:

(00:00) Resistance means the step is too steep
(00:25) John Steinbeck stalls before writing East of Eden
(00:45) Shrinking the step to one page a day
(01:04) The resistance is a measurement problem
(01:20) Shrink the first move until starting takes no effort

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Avoiding the work does not mean you are lazy. It means the step in front of you is too steep.

Featuring: John Steinbeck

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Chapters:

(00:00) Resistance means the step is too steep
(00:25) John Steinbeck stalls before writing East of Eden
(00:45) Shrinking the step to one page a day
(01:04) The resistance is a measurement problem
(01:20) Shrink the first move until starting takes no effort

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Fri, 04 Sep 2026 08:47:53 -0700 Dru Riley Watch on YouTube Dru Riley 98 Avoiding the work does not mean you are lazy. It means the step in front of you is too steep. Avoiding the work does not mean you are lazy. It means the step in front of you is too steep. john steinbeck, procrastinating, single, page, method No Dru Riley John Steinbeck Why Poker Pros Fold What Investors Buy | Daily Essay 164 164 Why Poker Pros Fold What Investors Buy | Daily Essay full 6ff655a2-efb3-474d-b24a-207484e9fd3d https://share.transistor.fm/s/1ccd7501 Erik Seidel folds king-nine because a weak side card leaves you drawing to second-best. Warren Buffett skipped that fold in 1962, spent 20 years buying looms for a dying textile mill and put the bill at over $200 billion in forgone compounding.

Featuring: Erik Seidel, Warren Buffett, Charlie Munger, Maria Konnikova, Doyle Brunson, Derek Sivers

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Chapters:

(00:00) Erik Seidel folds king-nine as a trouble hand
(01:01) Warren Buffett buys Berkshire Hathaway's textile mill
(01:38) Twenty years pouring money into new looms
(02:03) Charlie Munger's Too Hard box
(02:18) Derek Sivers on hell yeah or no

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Erik Seidel folds king-nine because a weak side card leaves you drawing to second-best. Warren Buffett skipped that fold in 1962, spent 20 years buying looms for a dying textile mill and put the bill at over $200 billion in forgone compounding.

Featuring: Erik Seidel, Warren Buffett, Charlie Munger, Maria Konnikova, Doyle Brunson, Derek Sivers

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Chapters:

(00:00) Erik Seidel folds king-nine as a trouble hand
(01:01) Warren Buffett buys Berkshire Hathaway's textile mill
(01:38) Twenty years pouring money into new looms
(02:03) Charlie Munger's Too Hard box
(02:18) Derek Sivers on hell yeah or no

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Thu, 03 Sep 2026 10:58:24 -0700 Dru Riley Watch on YouTube Dru Riley 178 Erik Seidel folds king-nine because a weak side card leaves you drawing to second-best. Warren Buffett skipped that fold in 1962, spent 20 years buying looms for a dying textile mill and put the bill at over $200 billion in forgone compounding. Erik Seidel folds king-nine because a weak side card leaves you drawing to second-best. Warren Buffett skipped that fold in 1962, spent 20 years buying looms for a dying textile mill and put the bill at over $200 billion in forgone compounding. erik seidel, warren buffett, charlie munger, maria konnikova, doyle brunson, derek sivers, poker, pros, fold, investors, buy No Dru Riley Warren Buffett Erik Seidel Doyle Brunson Charlie Munger Derek Sivers Maria Konnikova I Quit Daily Writing in My 20s and Regretted It for Years | Daily Essay 163 163 I Quit Daily Writing in My 20s and Regretted It for Years | Daily Essay full bd9b1f3c-8350-4b9a-bfb8-4b334dc03053 https://share.transistor.fm/s/97a6156b I gave up daily writing in my early 20s. Life got chaotic and the habit felt expendable.

Featuring: Henri Frédéric Amiel

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Chapters:

(00:00) Giving up daily writing in my early twenties
(00:31) Writing organized my thinking and built discipline
(00:53) Writing put more people in my life than any conference

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> I gave up daily writing in my early 20s. Life got chaotic and the habit felt expendable.

Featuring: Henri Frédéric Amiel

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Chapters:

(00:00) Giving up daily writing in my early twenties
(00:31) Writing organized my thinking and built discipline
(00:53) Writing put more people in my life than any conference

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Wed, 02 Sep 2026 08:37:03 -0700 Dru Riley Watch on YouTube Dru Riley 66 I gave up daily writing in my early 20s. Life got chaotic and the habit felt expendable. I gave up daily writing in my early 20s. Life got chaotic and the habit felt expendable. henri frédéric amiel, quit, writing, 20s, regretted No Dru Riley Henri Frédéric Amiel Stop Wasting Your Off Days | Daily Essay 162 162 Stop Wasting Your Off Days | Daily Essay full 51d9e351-8389-40f6-a5d0-ce23a73c3857 https://share.transistor.fm/s/c702fab9 A packed schedule breaks from overuse. An empty schedule atrophies from underuse. Without a deadline tomorrow, tonight slips to midnight because of Parkinson's law: give a night no reason to end and it stretches. Meanwhile, stacking back-to-back commitments works like corporate financial debt: one unexpected fire wipes out the entire day. Morgan Housel runs his days at 80% capacity for the same reason. Structure your calendar with enough due tomorrow that tonight ends on time, and enough slack that a surprise costs an hour instead of the day.

Featuring: Morgan Housel, Cyril Northcote Parkinson

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Chapters:

(00:00) A phone deadline that slips to midnight
(00:17) Parkinson's law governs evenings too
(00:34) A packed Monday schedule with no buffer
(00:53) Morgan Housel on debt and the range of outcomes
(01:12) An empty schedule fails from underuse
(01:19) Housel runs his days at 80 to 90 percent capacity

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
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Subscribe to Dru's Notes for a new episode every day.

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]]> A packed schedule breaks from overuse. An empty schedule atrophies from underuse. Without a deadline tomorrow, tonight slips to midnight because of Parkinson's law: give a night no reason to end and it stretches. Meanwhile, stacking back-to-back commitments works like corporate financial debt: one unexpected fire wipes out the entire day. Morgan Housel runs his days at 80% capacity for the same reason. Structure your calendar with enough due tomorrow that tonight ends on time, and enough slack that a surprise costs an hour instead of the day.

Featuring: Morgan Housel, Cyril Northcote Parkinson

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Chapters:

(00:00) A phone deadline that slips to midnight
(00:17) Parkinson's law governs evenings too
(00:34) A packed Monday schedule with no buffer
(00:53) Morgan Housel on debt and the range of outcomes
(01:12) An empty schedule fails from underuse
(01:19) Housel runs his days at 80 to 90 percent capacity

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Tue, 01 Sep 2026 07:16:20 -0700 Dru Riley Dru Riley 111 A packed schedule breaks from overuse. An empty schedule atrophies from underuse. Without a deadline tomorrow, tonight slips to midnight because of Parkinson's law: give a night no reason to end and it stretches. Meanwhile, stacking back-to-back commitments works like corporate financial debt: one unexpected fire wipes out the entire day. Morgan Housel runs his days at 80% capacity for the same reason. Structure your calendar with enough due tomorrow that tonight ends on time, and enough slack that a surprise costs an hour instead of the day. A packed schedule breaks from overuse. An empty schedule atrophies from underuse. Without a deadline tomorrow, tonight slips to midnight because of Parkinson's law: give a night no reason to end and it stretches. Meanwhile, stacking back-to-back commitmen morgan housel, cyril northcote parkinson, time management, productivity, parkinson's law, debt, calendar, habits, rest, wasting No Dru Riley Cyril Northcote Parkinson Morgan Housel Habit Banking: How to Keep a Streak Without the Panic 161 161 Habit Banking: How to Keep a Streak Without the Panic full 5e825dc1-f8d6-47b6-89fa-dc6d9bf50677 https://share.transistor.fm/s/b8e0247c Sugarcane farmers in India get paid once a year at harvest. Tested on cognitive puzzles before and after, the score gap matched a lost night of sleep or 13 IQ points. Daily habit streaks create the exact same bandwidth tax: the daily worry of missing a day creates dread that makes the habit feel heavy. Habit banking removes the daily deadline pressure by building a forward reserve, letting you keep the streak without the panic. Read the essay: https://druriley.com/habit-banking-how-to-keep-a-streak-without-the-panic/

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Chapters:

(00:00) Banking a marketing block ahead so a skipped day holds
(00:27) Sugarcane farmers score lower on puzzles before the harvest payout
(00:57) A tax on bandwidth
(01:10) Habit banking gives the bandwidth back
(01:25) A reserve removes the risk of snapping the streak

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Sugarcane farmers in India get paid once a year at harvest. Tested on cognitive puzzles before and after, the score gap matched a lost night of sleep or 13 IQ points. Daily habit streaks create the exact same bandwidth tax: the daily worry of missing a day creates dread that makes the habit feel heavy. Habit banking removes the daily deadline pressure by building a forward reserve, letting you keep the streak without the panic. Read the essay: https://druriley.com/habit-banking-how-to-keep-a-streak-without-the-panic/

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Chapters:

(00:00) Banking a marketing block ahead so a skipped day holds
(00:27) Sugarcane farmers score lower on puzzles before the harvest payout
(00:57) A tax on bandwidth
(01:10) Habit banking gives the bandwidth back
(01:25) A reserve removes the risk of snapping the streak

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Mon, 31 Aug 2026 11:33:12 -0700 Dru Riley Watch on YouTube Dru Riley 97 Sugarcane farmers in India get paid once a year at harvest. Tested on cognitive puzzles before and after, the score gap matched a lost night of sleep or 13 IQ points. Daily habit streaks create the exact same bandwidth tax: the daily worry of missing a day creates dread that makes the habit feel heavy. Habit banking removes the daily deadline pressure by building a forward reserve, letting you keep the streak without the panic. Read the essay: https://druriley.com/habit-banking-how-to-keep-a-streak-without-the-panic/ Sugarcane farmers in India get paid once a year at harvest. Tested on cognitive puzzles before and after, the score gap matched a lost night of sleep or 13 IQ points. Daily habit streaks create the exact same bandwidth tax: the daily worry of missing a da habits, habit banking, consistency, streaks, productivity, cognitive bandwidth, habit, banking, streak, without, panic No Dru Riley Software Engineers Were Modern Scribes | Daily Essay 160 160 Software Engineers Were Modern Scribes | Daily Essay full 8580548f-f93b-4a94-926a-39951e293768 https://share.transistor.fm/s/c2e379e3 Nine years back I quit my tech job on 3 years of savings and a software skill. I spent 8 hours a day turning product specs into working code; today an agent does that in seconds.

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Chapters:

(00:00) An agent writes code that used to take eight hours a day
(00:21) Scribes press marks into wet clay for a debt
(00:43) Gutenberg's press turns out more in a day than a scribe in a year
(01:19) Power moves from the copyist to the publisher
(01:28) Coding agents generate entire codebases from a prompt
(01:51) Three jobs remain when building gets cheap

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Nine years back I quit my tech job on 3 years of savings and a software skill. I spent 8 hours a day turning product specs into working code; today an agent does that in seconds.

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Chapters:

(00:00) An agent writes code that used to take eight hours a day
(00:21) Scribes press marks into wet clay for a debt
(00:43) Gutenberg's press turns out more in a day than a scribe in a year
(01:19) Power moves from the copyist to the publisher
(01:28) Coding agents generate entire codebases from a prompt
(01:51) Three jobs remain when building gets cheap

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sun, 30 Aug 2026 08:08:37 -0700 Dru Riley Watch on YouTube Dru Riley 132 Nine years back I quit my tech job on 3 years of savings and a software skill. I spent 8 hours a day turning product specs into working code; today an agent does that in seconds. Nine years back I quit my tech job on 3 years of savings and a software skill. I spent 8 hours a day turning product specs into working code; today an agent does that in seconds. software, engineers, modern, scribes No Dru Riley The Math of Inevitable Success | Daily Essay 159 159 The Math of Inevitable Success | Daily Essay full 50783dc8-5ee2-47b3-8b17-99cdc881470a https://share.transistor.fm/s/cf381867 If you understand the base rate and avoid the risk of ruin with each attempt, success stops being a question of if. It becomes a question of when.

Featuring: Pieter Levels, Nassim Nicholas Taleb, Octavia E. Butler, Maria Konnikova

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Chapters:

(00:00) Three months of coding Shommi and zero sales
(00:43) A job board scraper that went nowhere
(01:07) Pieter Levels ships 12 startups in 12 months
(01:35) Only four of 70 plus projects made money
(01:50) The 5% rule and the odds of zero hits
(02:35) Iteration pace decides how long the math takes

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> If you understand the base rate and avoid the risk of ruin with each attempt, success stops being a question of if. It becomes a question of when.

Featuring: Pieter Levels, Nassim Nicholas Taleb, Octavia E. Butler, Maria Konnikova

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Chapters:

(00:00) Three months of coding Shommi and zero sales
(00:43) A job board scraper that went nowhere
(01:07) Pieter Levels ships 12 startups in 12 months
(01:35) Only four of 70 plus projects made money
(01:50) The 5% rule and the odds of zero hits
(02:35) Iteration pace decides how long the math takes

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sat, 29 Aug 2026 09:31:15 -0700 Dru Riley Watch on YouTube Dru Riley 184 If you understand the base rate and avoid the risk of ruin with each attempt, success stops being a question of if. It becomes a question of when. If you understand the base rate and avoid the risk of ruin with each attempt, success stops being a question of if. It becomes a question of when. pieter levels, nassim nicholas taleb, octavia e. butler, maria konnikova, math, inevitable, success No Dru Riley Octavia E. Butler Nassim Nicholas Taleb Pieter Levels Maria Konnikova Ron Hill's 52-Year Daily Running Streak | Daily Essay 158 158 Ron Hill's 52-Year Daily Running Streak | Daily Essay full 1b785306-1b26-4cae-bbe2-829a5157f3d7 https://share.transistor.fm/s/7daed494 I fast on a range from 12pm to 2pm. Most days I make it to 2pm. A range helps your habit survive volatility.

Featuring: Ron Hill, Bruce Lee, John Maynard Keynes, Charles Darwin

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Chapters:

(00:00) Fasting on a range from 12pm to 2pm
(00:30) Ron Hill runs one mile a day for 52 years
(00:57) A range helps a habit survive volatility

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> I fast on a range from 12pm to 2pm. Most days I make it to 2pm. A range helps your habit survive volatility.

Featuring: Ron Hill, Bruce Lee, John Maynard Keynes, Charles Darwin

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Chapters:

(00:00) Fasting on a range from 12pm to 2pm
(00:30) Ron Hill runs one mile a day for 52 years
(00:57) A range helps a habit survive volatility

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Fri, 28 Aug 2026 07:59:27 -0700 Dru Riley Watch on YouTube Dru Riley 69 I fast on a range from 12pm to 2pm. Most days I make it to 2pm. A range helps your habit survive volatility. I fast on a range from 12pm to 2pm. Most days I make it to 2pm. A range helps your habit survive volatility. ron hill, bruce lee, john maynard keynes, charles darwin, ron, hill, running, streak No Dru Riley Ron Hill John Maynard Keynes Charles Darwin Bruce Lee Why Polar Bears Pace and Rich Men Dive to the Titanic | Daily Essay 157 157 Why Polar Bears Pace and Rich Men Dive to the Titanic | Daily Essay full 7129a8d0-f36e-41e3-8dc7-fca2273706f5 https://share.transistor.fm/s/dfaa240d When you eliminate real friction from a comfortable life, an idle mind manufactures artificial danger to replace it. Stillness has its place, and so does a demanding climb.

Featuring: Yoshida Kenko, Stockton Rush, Michael Easter

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Chapters:

(00:00) A quiet calendar and a mind looking for a fight
(00:23) Gus the polar bear paces the same figure eight
(01:20) Stockton Rush dives the Titan submersible
(01:48) A room with a button that delivers a shock
(02:50) Checking a phone in an elevator
(02:54) Stillness has its place, so does a demanding climb

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> When you eliminate real friction from a comfortable life, an idle mind manufactures artificial danger to replace it. Stillness has its place, and so does a demanding climb.

Featuring: Yoshida Kenko, Stockton Rush, Michael Easter

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Chapters:

(00:00) A quiet calendar and a mind looking for a fight
(00:23) Gus the polar bear paces the same figure eight
(01:20) Stockton Rush dives the Titan submersible
(01:48) A room with a button that delivers a shock
(02:50) Checking a phone in an elevator
(02:54) Stillness has its place, so does a demanding climb

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Thu, 27 Aug 2026 12:07:04 -0700 Dru Riley Dru Riley 190 When you eliminate real friction from a comfortable life, an idle mind manufactures artificial danger to replace it. Stillness has its place, and so does a demanding climb. When you eliminate real friction from a comfortable life, an idle mind manufactures artificial danger to replace it. Stillness has its place, and so does a demanding climb. yoshida kenko, stockton rush, michael easter, polar, bears, pace, rich, dive, titanic No Dru Riley Yoshida Kenko Stockton Rush Michael Easter From Clay to Code: What 24 Technologies Made Scarce | Daily Essay 156 156 From Clay to Code: What 24 Technologies Made Scarce | Daily Essay full cdbd1bb0-fb52-4b5d-9d9a-aa25046d4cb4 https://share.transistor.fm/s/43d539fb Every time a technology makes something cheap, it makes something else scarce. Money never flows to the abundance. It flows to the new bottleneck. When writing made remembering cheap, reading got expensive. Today, artificial intelligence makes intelligence cheap. What gets expensive when generating answers costs nothing?

Featuring: Melvin Kranzberg, Fritz Haber, Carl Bosch, Karl Benz, Robert Solow, Herbert Simon, Robert Allen

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Chapters:

(00:00) A dentist's hands and 24 general purpose technologies
(01:05) Clay tablets make remembering cheap and reading expensive
(02:06) The printing press shifts risk from labor to capital
(03:01) Engels' pause and the factory motor
(04:51) Synthetic fertilizer trades a land limit for an energy limit
(06:32) Robert Solow and the productivity paradox
(08:06) Cheap intelligence makes picking the right answer scarce

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Every time a technology makes something cheap, it makes something else scarce. Money never flows to the abundance. It flows to the new bottleneck. When writing made remembering cheap, reading got expensive. Today, artificial intelligence makes intelligence cheap. What gets expensive when generating answers costs nothing?

Featuring: Melvin Kranzberg, Fritz Haber, Carl Bosch, Karl Benz, Robert Solow, Herbert Simon, Robert Allen

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Chapters:

(00:00) A dentist's hands and 24 general purpose technologies
(01:05) Clay tablets make remembering cheap and reading expensive
(02:06) The printing press shifts risk from labor to capital
(03:01) Engels' pause and the factory motor
(04:51) Synthetic fertilizer trades a land limit for an energy limit
(06:32) Robert Solow and the productivity paradox
(08:06) Cheap intelligence makes picking the right answer scarce

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Wed, 26 Aug 2026 12:11:17 -0700 Dru Riley Dru Riley 546 Every time a technology makes something cheap, it makes something else scarce. Money never flows to the abundance. It flows to the new bottleneck. When writing made remembering cheap, reading got expensive. Today, artificial intelligence makes intelligence cheap. What gets expensive when generating answers costs nothing? Every time a technology makes something cheap, it makes something else scarce. Money never flows to the abundance. It flows to the new bottleneck. When writing made remembering cheap, reading got expensive. Today, artificial intelligence makes intelligenc melvin kranzberg, fritz haber, carl bosch, karl benz, robert solow, herbert simon, robert allen, artificial intelligence, economic history, technology, productivity, future of work, clay, code, technologies, scarce No Dru Riley Karl Benz Carl Bosch Melvin Kranzberg Fritz Haber Robert Solow Herbert Simon Robert Allen If You Ain't Got Nothing, You Ain't Got Nothing To Lose | Daily Essay 155 155 If You Ain't Got Nothing, You Ain't Got Nothing To Lose | Daily Essay full c17d707b-09ad-43c4-9443-45060ce4d139 https://share.transistor.fm/s/f7cc6211 When you have no position to defend, you can afford to take big swings. Starting from zero feels like a disadvantage, but it gives you total freedom to run wild experiments.

Featuring: James Baldwin, John Bogle, Kool Herc

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Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> When you have no position to defend, you can afford to take big swings. Starting from zero feels like a disadvantage, but it gives you total freedom to run wild experiments.

Featuring: James Baldwin, John Bogle, Kool Herc

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Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Tue, 25 Aug 2026 11:35:56 -0700 Dru Riley Watch on YouTube Dru Riley 114 When you have no position to defend, you can afford to take big swings. Starting from zero feels like a disadvantage, but it gives you total freedom to run wild experiments. When you have no position to defend, you can afford to take big swings. Starting from zero feels like a disadvantage, but it gives you total freedom to run wild experiments. james baldwin, john bogle, kool herc, ain't, lose No Dru Riley James Baldwin John Bogle Kool Herc Force Yourself to Go Faster - Then Pay for It | Daily Essay 154 154 Force Yourself to Go Faster - Then Pay for It | Daily Essay full 23f45788-c824-4b39-bba9-4c2b7ebef54d https://share.transistor.fm/s/062449fc He had one lap before the engine turned into a lump of molten metal. In 1986 Formula 1 let teams run as much turbo boost as they dared in qualifying.

Featuring: Teo Fabi, Gerhard Berger

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Chapters:

(00:00) Teo Fabi qualifies fastest on an overboosted BMW engine
(00:38) The engine dies on race day
(00:52) A daily floor of 21 small experiments
(01:12) Weighing whether to raise the floor to 34
(01:41) Durability is the first thing a harder pace spends

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> He had one lap before the engine turned into a lump of molten metal. In 1986 Formula 1 let teams run as much turbo boost as they dared in qualifying.

Featuring: Teo Fabi, Gerhard Berger

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Chapters:

(00:00) Teo Fabi qualifies fastest on an overboosted BMW engine
(00:38) The engine dies on race day
(00:52) A daily floor of 21 small experiments
(01:12) Weighing whether to raise the floor to 34
(01:41) Durability is the first thing a harder pace spends

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Mon, 24 Aug 2026 11:46:24 -0700 Dru Riley Watch on YouTube Dru Riley 128 He had one lap before the engine turned into a lump of molten metal. In 1986 Formula 1 let teams run as much turbo boost as they dared in qualifying. He had one lap before the engine turned into a lump of molten metal. In 1986 Formula 1 let teams run as much turbo boost as they dared in qualifying. teo fabi, gerhard berger, force, yourself, faster, pay No Dru Riley Teo Fabi Gerhard Berger Cold Water Beats a Pep Talk | Daily Essay 153 153 Cold Water Beats a Pep Talk | Daily Essay full fb10ebca-6c57-4376-886f-7b3bfb27ebc9 https://share.transistor.fm/s/3ba5e82e Mental state is a lagging output of physical state. When your energy drags, the default move is to fight your mind directly, but biology responds to physical triggers in seconds.

Featuring: Joseph Pilates, Charles Czeisler, Matthew Walker

Watch on YouTube

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Chapters:

(00:00) Scoring each day from negative four to plus four
(00:35) The mammalian dive reflex and a splash of cold water
(01:02) Bright light and the circadian clock
(01:26) A cold bedroom and the drop in core temperature
(01:50) Mental state as a lagging output of physical state

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Mental state is a lagging output of physical state. When your energy drags, the default move is to fight your mind directly, but biology responds to physical triggers in seconds.

Featuring: Joseph Pilates, Charles Czeisler, Matthew Walker

Watch on YouTube

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Chapters:

(00:00) Scoring each day from negative four to plus four
(00:35) The mammalian dive reflex and a splash of cold water
(01:02) Bright light and the circadian clock
(01:26) A cold bedroom and the drop in core temperature
(01:50) Mental state as a lagging output of physical state

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Sun, 23 Aug 2026 09:53:02 -0700 Dru Riley Watch on YouTube Dru Riley 136 Mental state is a lagging output of physical state. When your energy drags, the default move is to fight your mind directly, but biology responds to physical triggers in seconds. Mental state is a lagging output of physical state. When your energy drags, the default move is to fight your mind directly, but biology responds to physical triggers in seconds. joseph pilates, charles czeisler, matthew walker, cold, water, beats, pep, talk No Dru Riley Charles Czeisler Joseph Pilates Matthew Walker Is Getting Rich Luck or Hard Work? | The Market vs. You 152 152 Is Getting Rich Luck or Hard Work? | The Market vs. You full a8237a8f-8823-49e0-b38b-de4fbc476cae https://share.transistor.fm/s/8e5b2edf Finance splits an investment return into beta and alpha. Beta is what the market gave you just for showing up. Alpha is what your skill added on top. A founder who catches a rising tide can drift forward and mistake the current for their own stroke. When multiple scientists discover calculus or the telephone simultaneously, the era's beta did the heavy lifting. Alpha shows up when the result depended on who was in the room. When you size up a win, separate the current from the stroke.

Featuring: Isabel Wilkerson, Daniel Kahneman

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Chapters:

(00:00) A newsletter wins Product Hunt during the newsletter boom
(00:29) Splitting a return into beta and alpha
(00:59) Beta as a brutal headwind
(01:31) Newton, Darwin and Bell arrive at the same discovery twice
(02:03) Alpha depends on who was in the room

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Finance splits an investment return into beta and alpha. Beta is what the market gave you just for showing up. Alpha is what your skill added on top. A founder who catches a rising tide can drift forward and mistake the current for their own stroke. When multiple scientists discover calculus or the telephone simultaneously, the era's beta did the heavy lifting. Alpha shows up when the result depended on who was in the room. When you size up a win, separate the current from the stroke.

Featuring: Isabel Wilkerson, Daniel Kahneman

Read the full post

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Chapters:

(00:00) A newsletter wins Product Hunt during the newsletter boom
(00:29) Splitting a return into beta and alpha
(00:59) Beta as a brutal headwind
(01:31) Newton, Darwin and Bell arrive at the same discovery twice
(02:03) Alpha depends on who was in the room

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Sat, 22 Aug 2026 08:51:36 -0700 Dru Riley Dru Riley 161 Finance splits an investment return into beta and alpha. Beta is what the market gave you just for showing up. Alpha is what your skill added on top. A founder who catches a rising tide can drift forward and mistake the current for their own stroke. When multiple scientists discover calculus or the telephone simultaneously, the era's beta did the heavy lifting. Alpha shows up when the result depended on who was in the room. When you size up a win, separate the current from the stroke. Finance splits an investment return into beta and alpha. Beta is what the market gave you just for showing up. Alpha is what your skill added on top. A founder who catches a rising tide can drift forward and mistake the current for their own stroke. When isabel wilkerson, daniel kahneman, alpha, beta, luck, skill, market, timing, success, environment, getting, rich, hard No Dru Riley Daniel Kahneman Isabel Wilkerson The Downward Spiral of Oscar Wilde | Daily Essay 151 151 The Downward Spiral of Oscar Wilde | Daily Essay full 283e0147-88c1-4f09-8f3e-141bcf5baf31 https://share.transistor.fm/s/9250072a A flywheel accelerates bad trajectories as easily as good ones. Oscar Wilde's fatal libel suit reveals why intelligent people walk straight into obvious blunders when momentum takes over.

Featuring: Oscar Wilde, Annie Duke, Trent Reznor

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Chapters:

(00:00) Oscar Wilde sues the Marquess of Queensberry
(01:06) A flywheel has no conscience
(01:18) Tilt at the poker table
(01:46) Speed chess and the engagement flywheel
(02:21) Meditation and running build executive control

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]]> A flywheel accelerates bad trajectories as easily as good ones. Oscar Wilde's fatal libel suit reveals why intelligent people walk straight into obvious blunders when momentum takes over.

Featuring: Oscar Wilde, Annie Duke, Trent Reznor

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Chapters:

(00:00) Oscar Wilde sues the Marquess of Queensberry
(01:06) A flywheel has no conscience
(01:18) Tilt at the poker table
(01:46) Speed chess and the engagement flywheel
(02:21) Meditation and running build executive control

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Fri, 21 Aug 2026 10:56:13 -0700 Dru Riley Watch on YouTube Dru Riley 179 A flywheel accelerates bad trajectories as easily as good ones. Oscar Wilde's fatal libel suit reveals why intelligent people walk straight into obvious blunders when momentum takes over. A flywheel accelerates bad trajectories as easily as good ones. Oscar Wilde's fatal libel suit reveals why intelligent people walk straight into obvious blunders when momentum takes over. oscar wilde, annie duke, trent reznor, downward, spiral, oscar, wilde No Dru Riley Annie Duke Oscar Wilde Trent Reznor What Everyone Gets Wrong About Continuous Improvement | Daily Essay 150 150 What Everyone Gets Wrong About Continuous Improvement | Daily Essay full 373a5e02-ab8b-4bee-ac1b-9ecac231aff0 https://share.transistor.fm/s/78618887 The drugs were killing people. In April 1989 the safety board stopped the Cardiac Arrhythmia Suppression Trial. Testing an assumption exposes you to temporary downside to discover what actually works.

Featuring: Annie Duke, Nassim Nicholas Taleb, Stewart Brand, Lewis Carroll, Orville Wright, Otto Lilienthal, Ignaz Semmelweis, Roberto Goizueta

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Chapters:

(00:00) The Cardiac Arrhythmia Suppression Trial gets halted
(00:44) A high-converting email page and the cost of split tests
(01:27) Why leaving a working system alone feels safer
(01:38) Leigh Van Valen and the Red Queen principle
(02:24) Most experiments pay nothing

Where to find Dru:

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]]> The drugs were killing people. In April 1989 the safety board stopped the Cardiac Arrhythmia Suppression Trial. Testing an assumption exposes you to temporary downside to discover what actually works.

Featuring: Annie Duke, Nassim Nicholas Taleb, Stewart Brand, Lewis Carroll, Orville Wright, Otto Lilienthal, Ignaz Semmelweis, Roberto Goizueta

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Chapters:

(00:00) The Cardiac Arrhythmia Suppression Trial gets halted
(00:44) A high-converting email page and the cost of split tests
(01:27) Why leaving a working system alone feels safer
(01:38) Leigh Van Valen and the Red Queen principle
(02:24) Most experiments pay nothing

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Thu, 20 Aug 2026 07:43:35 -0700 Dru Riley Watch on YouTube Dru Riley 164 The drugs were killing people. In April 1989 the safety board stopped the Cardiac Arrhythmia Suppression Trial. Testing an assumption exposes you to temporary downside to discover what actually works. The drugs were killing people. In April 1989 the safety board stopped the Cardiac Arrhythmia Suppression Trial. Testing an assumption exposes you to temporary downside to discover what actually works. annie duke, nassim nicholas taleb, stewart brand, lewis carroll, orville wright, otto lilienthal, ignaz semmelweis, roberto goizueta, continuous, improvement No Dru Riley Stewart Brand Roberto Goizueta Ignaz Semmelweis Lewis Carroll Nassim Nicholas Taleb Orville Wright Otto Lilienthal Annie Duke What a Poker Table Taught Me About Daily Habits | Daily Essay 149 149 What a Poker Table Taught Me About Daily Habits | Daily Essay full dc95300b-eaa7-489a-9dc7-2de9b70c020c https://share.transistor.fm/s/3693b031 He turned down the extra guns and rode in anyway. In the summer of 1876, George Custer was offered Gatling guns before marching to the Little Bighorn. He said no.

Featuring: Sam Altman, George Custer, Roald Amundsen, Robert Falcon Scott, Brian Hunter, Shaan Puri

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Chapters:

(00:00) George Custer refuses the Gatling guns
(00:47) A poker app grades players on an aggression scale
(01:21) Sizing courage challenges to a daily floor
(01:38) Sam Altman on extreme people and extreme results
(01:55) Why nobody wants to be the mouse
(02:23) When to push the pace and when to hold a baseline

Where to find Dru:

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]]> He turned down the extra guns and rode in anyway. In the summer of 1876, George Custer was offered Gatling guns before marching to the Little Bighorn. He said no.

Featuring: Sam Altman, George Custer, Roald Amundsen, Robert Falcon Scott, Brian Hunter, Shaan Puri

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Chapters:

(00:00) George Custer refuses the Gatling guns
(00:47) A poker app grades players on an aggression scale
(01:21) Sizing courage challenges to a daily floor
(01:38) Sam Altman on extreme people and extreme results
(01:55) Why nobody wants to be the mouse
(02:23) When to push the pace and when to hold a baseline

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Wed, 19 Aug 2026 11:28:26 -0700 Dru Riley Dru Riley 169 He turned down the extra guns and rode in anyway. In the summer of 1876, George Custer was offered Gatling guns before marching to the Little Bighorn. He said no. He turned down the extra guns and rode in anyway. In the summer of 1876, George Custer was offered Gatling guns before marching to the Little Bighorn. He said no. sam altman, george custer, roald amundsen, robert falcon scott, brian hunter, shaan puri, poker, table, taught, habits No Dru Riley Sam Altman Shaan Puri Brian Hunter Robert Falcon Scott George Custer Roald Amundsen I Set These 10 Anti-Habits: How I Finish Work by 4pm | Daily Essay 148 148 I Set These 10 Anti-Habits: How I Finish Work by 4pm | Daily Essay full 0fcd405e-6b42-4ad9-9e36-780bc874d300 https://share.transistor.fm/s/8d7acde3 Turning off a phone at 10pm protects sleep, making the next morning's schedule far more likely to hold. A refusal requires zero runtime execution, so you can maintain dozens of boundaries without cluttering your day.

Featuring: Steve Jobs

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Chapters:

(00:00) Steve Jobs on deciding what not to do
(00:07) Ten anti-habits set as boundaries
(00:37) Commitment habits versus anti-habits
(00:57) Adding disciplines increases fragility
(01:34) The sterile cockpit rule below 10000 feet
(01:53) A sterile field in surgery

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Subscribe to Dru's Notes for a new episode every day.

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]]> Turning off a phone at 10pm protects sleep, making the next morning's schedule far more likely to hold. A refusal requires zero runtime execution, so you can maintain dozens of boundaries without cluttering your day.

Featuring: Steve Jobs

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Chapters:

(00:00) Steve Jobs on deciding what not to do
(00:07) Ten anti-habits set as boundaries
(00:37) Commitment habits versus anti-habits
(00:57) Adding disciplines increases fragility
(01:34) The sterile cockpit rule below 10000 feet
(01:53) A sterile field in surgery

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
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]]> Tue, 18 Aug 2026 11:40:47 -0700 Dru Riley Watch on YouTube Dru Riley 153 Turning off a phone at 10pm protects sleep, making the next morning's schedule far more likely to hold. A refusal requires zero runtime execution, so you can maintain dozens of boundaries without cluttering your day. Turning off a phone at 10pm protects sleep, making the next morning's schedule far more likely to hold. A refusal requires zero runtime execution, so you can maintain dozens of boundaries without cluttering your day. steve jobs, these, anti, habits, finish, 4pm No Dru Riley Steve Jobs How to Stay Consistent (By Finding the Minimum Dose) 147 147 How to Stay Consistent (By Finding the Minimum Dose) full 6b7d9921-137d-4e61-ac52-70d9fa3edf03 https://share.transistor.fm/s/b454ef4c I cut my team's one-on-ones from every 2 weeks to once a month. Stretching the schedule looked like a clean win: fewer calls and more hours back. Alignment broke instead. Reconciling the drift took more time than the calls I set out to save. Each habit has a hurdle rate: the minimum input the system needs to clear what pushes back on it. In 1966, 3 weeks of complete bed rest cost young men 27% of their aerobic fitness; 30 years of natural aging only took 12%. You find the floor by lowering what you put in until progress slips, then returning to the input that held.

Featuring: James Clear, William Blake, Benjamin Levine

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Chapters:

(00:00) Blake on knowing what is enough
(00:06) Cutting one-on-ones to once a month breaks alignment
(00:35) Each habit has a hurdle rate
(00:52) Three weeks of bed rest versus 30 years of aging
(01:21) The Silver Bridge collapses in 1967
(01:49) Finding the floor by trimming input

Where to find Dru:

Essays: https://druriley.com/
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> I cut my team's one-on-ones from every 2 weeks to once a month. Stretching the schedule looked like a clean win: fewer calls and more hours back. Alignment broke instead. Reconciling the drift took more time than the calls I set out to save. Each habit has a hurdle rate: the minimum input the system needs to clear what pushes back on it. In 1966, 3 weeks of complete bed rest cost young men 27% of their aerobic fitness; 30 years of natural aging only took 12%. You find the floor by lowering what you put in until progress slips, then returning to the input that held.

Featuring: James Clear, William Blake, Benjamin Levine

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Chapters:

(00:00) Blake on knowing what is enough
(00:06) Cutting one-on-ones to once a month breaks alignment
(00:35) Each habit has a hurdle rate
(00:52) Three weeks of bed rest versus 30 years of aging
(01:21) The Silver Bridge collapses in 1967
(01:49) Finding the floor by trimming input

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Mon, 17 Aug 2026 10:49:30 -0700 Dru Riley Watch on YouTube Dru Riley 128 I cut my team's one-on-ones from every 2 weeks to once a month. Stretching the schedule looked like a clean win: fewer calls and more hours back. Alignment broke instead. Reconciling the drift took more time than the calls I set out to save. Each habit has a hurdle rate: the minimum input the system needs to clear what pushes back on it. In 1966, 3 weeks of complete bed rest cost young men 27% of their aerobic fitness; 30 years of natural aging only took 12%. You find the floor by lowering what you put in until progress slips, then returning to the input that held. I cut my team's one-on-ones from every 2 weeks to once a month. Stretching the schedule looked like a clean win: fewer calls and more hours back. Alignment broke instead. Reconciling the drift took more time than the calls I set out to save. Each habit ha james clear, william blake, benjamin levine, habits, consistency, hurdle rate, minimum effective dose, productivity, stay, consistent, finding, minimum, dose No Dru Riley Benjamin Levine William Blake James Clear His Joke Was So Bad It Cost £500 Million | Daily Essay 146 146 His Joke Was So Bad It Cost £500 Million | Daily Essay full 5056149a-1183-4676-ab32-d1e18bdadec5 https://share.transistor.fm/s/c501d288 He built the biggest jewellery chain in the world. Then he stood up at the Royal Albert Hall and called his products crap.

Featuring: Gerald Ratner, Rabindranath Tagore, Carl Jung

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Chapters:

(00:00) Tagore on being too busy to be good
(00:08) Gerald Ratner's joke costs 500 million pounds
(00:50) A smash burger after a month of dieting
(01:07) The brain grants slack after effort
(01:19) Self-sabotage wears the costume of a reward
(01:23) Deciding the reward before you start

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Essays: https://druriley.com/
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]]> He built the biggest jewellery chain in the world. Then he stood up at the Royal Albert Hall and called his products crap.

Featuring: Gerald Ratner, Rabindranath Tagore, Carl Jung

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Chapters:

(00:00) Tagore on being too busy to be good
(00:08) Gerald Ratner's joke costs 500 million pounds
(00:50) A smash burger after a month of dieting
(01:07) The brain grants slack after effort
(01:19) Self-sabotage wears the costume of a reward
(01:23) Deciding the reward before you start

Where to find Dru:

Essays: https://druriley.com/
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Subscribe to Dru's Notes for a new episode every day.

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]]> Sun, 16 Aug 2026 08:46:28 -0700 Dru Riley Dru Riley 123 He built the biggest jewellery chain in the world. Then he stood up at the Royal Albert Hall and called his products crap. He built the biggest jewellery chain in the world. Then he stood up at the Royal Albert Hall and called his products crap. gerald ratner, rabindranath tagore, carl jung, joke, cost, million No Dru Riley Gerald Ratner Carl Jung Rabindranath Tagore You're Not Overthinking. You're Under-Moving. | Daily Essay 145 145 You're Not Overthinking. You're Under-Moving. | Daily Essay full aa2a30bb-8805-4d9e-97c0-3981098405c7 https://share.transistor.fm/s/ab63f135 Nelson Mandela broke rock in a quarry all day, went back to a cell about 7 feet across and ran 45 minutes on the spot. He kept that routine for most of 18 years, and he wrote down what it was for.

Featuring: Nelson Mandela, Charles Dickens, Gabrielle Roth, James Blumenthal

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Chapters:

(00:00) Roth on moving the body
(00:08) Mandela's routine in a Robben Island cell
(00:58) Physical discomfort shifts a low mood
(01:17) Duke's 16 week exercise versus sertraline trial
(01:51) Dickens walks 30 miles through the night
(02:15) A cold shower breaks the loop

Where to find Dru:

Essays: https://druriley.com/
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]]> Nelson Mandela broke rock in a quarry all day, went back to a cell about 7 feet across and ran 45 minutes on the spot. He kept that routine for most of 18 years, and he wrote down what it was for.

Featuring: Nelson Mandela, Charles Dickens, Gabrielle Roth, James Blumenthal

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Chapters:

(00:00) Roth on moving the body
(00:08) Mandela's routine in a Robben Island cell
(00:58) Physical discomfort shifts a low mood
(01:17) Duke's 16 week exercise versus sertraline trial
(01:51) Dickens walks 30 miles through the night
(02:15) A cold shower breaks the loop

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> Sat, 15 Aug 2026 09:21:55 -0700 Dru Riley Watch on YouTube Dru Riley 166 Nelson Mandela broke rock in a quarry all day, went back to a cell about 7 feet across and ran 45 minutes on the spot. He kept that routine for most of 18 years, and he wrote down what it was for. Nelson Mandela broke rock in a quarry all day, went back to a cell about 7 feet across and ran 45 minutes on the spot. He kept that routine for most of 18 years, and he wrote down what it was for. nelson mandela, charles dickens, gabrielle roth, james blumenthal, you're, overthinking, moving No Dru Riley Gabrielle Roth Nelson Mandela Charles Dickens James Blumenthal How I Got My First Customer With 8 Notion Docs | Daily Essay 144 144 How I Got My First Customer With 8 Notion Docs | Daily Essay full c6e805f7-b297-4744-9bea-8a9a78179f7a https://share.transistor.fm/s/5c116572 3 months of mornings bought one Saturday's worth of information. In 2012 I coded before work every day on a product nobody had agreed to buy, then found out the truth in an afternoon at a car dealership. Thirteen years later the same test cost hours instead of months and produced a paying customer before a line of code existed.

Featuring: Saras Sarasvathy

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Chapters:

(00:00) A Shanti proverb on testing depth
(00:05) Three months building Shommi before one Saturday's test
(00:45) Long loops make finding out expensive
(00:51) Unilever's nozzle bred across 45 generations
(01:23) Notion docs test HeadsUp on eight founders
(01:42) Google's 12000 split tests a year
(01:55) Sarasvathy's affordable loss rule

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> 3 months of mornings bought one Saturday's worth of information. In 2012 I coded before work every day on a product nobody had agreed to buy, then found out the truth in an afternoon at a car dealership. Thirteen years later the same test cost hours instead of months and produced a paying customer before a line of code existed.

Featuring: Saras Sarasvathy

Watch on YouTube

Read the full post

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Chapters:

(00:00) A Shanti proverb on testing depth
(00:05) Three months building Shommi before one Saturday's test
(00:45) Long loops make finding out expensive
(00:51) Unilever's nozzle bred across 45 generations
(01:23) Notion docs test HeadsUp on eight founders
(01:42) Google's 12000 split tests a year
(01:55) Sarasvathy's affordable loss rule

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Fri, 14 Aug 2026 05:57:23 -0700 Dru Riley Watch on YouTube Dru Riley 138 3 months of mornings bought one Saturday's worth of information. In 2012 I coded before work every day on a product nobody had agreed to buy, then found out the truth in an afternoon at a car dealership. Thirteen years later the same test cost hours instead of months and produced a paying customer before a line of code existed. 3 months of mornings bought one Saturday's worth of information. In 2012 I coded before work every day on a product nobody had agreed to buy, then found out the truth in an afternoon at a car dealership. Thirteen years later the same test cost hours inste saras sarasvathy, customer, notion, docs No Dru Riley Saras Sarasvathy 1 Metric for Life Progress: The Daily Tempo Score | Daily Essay 143 143 1 Metric for Life Progress: The Daily Tempo Score | Daily Essay full dc4e7878-cca2-4897-8753-2e05798f9130 https://share.transistor.fm/s/da3c75c9 A single digit between -4 and +4 scores each day. Two questions follow it each night. An app called Apex correlates a year of those scores against habits, sleep and mood, which ranks cold showers at +0.7, phone off after 10pm at +0.7 and laptop off after 9pm at +0.6.

Featuring: Margaret J. Wheatley

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Chapters:

(00:00) Wheatley on reflection
(00:10) Scoring each day between minus four and plus four
(00:26) Apex correlates habits against tempo
(00:47) A cold shower buys 21 earlier minutes
(00:56) Compressing a day to one digit

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YouTube: https://www.youtube.com/@dru-notes
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]]> A single digit between -4 and +4 scores each day. Two questions follow it each night. An app called Apex correlates a year of those scores against habits, sleep and mood, which ranks cold showers at +0.7, phone off after 10pm at +0.7 and laptop off after 9pm at +0.6.

Featuring: Margaret J. Wheatley

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Chapters:

(00:00) Wheatley on reflection
(00:10) Scoring each day between minus four and plus four
(00:26) Apex correlates habits against tempo
(00:47) A cold shower buys 21 earlier minutes
(00:56) Compressing a day to one digit

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Thu, 13 Aug 2026 11:13:29 -0700 Dru Riley Watch on YouTube Dru Riley 65 A single digit between -4 and +4 scores each day. Two questions follow it each night. An app called Apex correlates a year of those scores against habits, sleep and mood, which ranks cold showers at +0.7, phone off after 10pm at +0.7 and laptop off after 9pm at +0.6. A single digit between -4 and +4 scores each day. Two questions follow it each night. An app called Apex correlates a year of those scores against habits, sleep and mood, which ranks cold showers at +0.7, phone off after 10pm at +0.7 and laptop off after margaret j. wheatley, metric, progress, tempo, score No Dru Riley Margaret J. Wheatley AI's 7-Month Doubling Rule | Daily Essay 142 142 AI's 7-Month Doubling Rule | Daily Essay full 527c710d-394c-4e93-96be-8ff29f4c5a35 https://share.transistor.fm/s/ef256210 METR sizes an AI's capability by the longest job it can finish, measured against how long a person would take, and through 2025 that length doubled roughly every seven months. A model counts as finishing when it comes out right half the time, so what you get is a coin flip you still have to check.

Featuring: Margaret Atwood

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Chapters:

(00:00) Atwood on waiting for perfection
(00:05) Choosing Multi's model off a public ranking
(00:18) METR measures how long AI jobs run
(00:40) A model that finishes half the time
(00:48) Launch now and swap in better models

Where to find Dru:

Essays: https://druriley.com/
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YouTube: https://www.youtube.com/@dru-notes
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]]> METR sizes an AI's capability by the longest job it can finish, measured against how long a person would take, and through 2025 that length doubled roughly every seven months. A model counts as finishing when it comes out right half the time, so what you get is a coin flip you still have to check.

Featuring: Margaret Atwood

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Chapters:

(00:00) Atwood on waiting for perfection
(00:05) Choosing Multi's model off a public ranking
(00:18) METR measures how long AI jobs run
(00:40) A model that finishes half the time
(00:48) Launch now and swap in better models

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Wed, 12 Aug 2026 10:28:35 -0700 Dru Riley Watch on YouTube Dru Riley 63 METR sizes an AI's capability by the longest job it can finish, measured against how long a person would take, and through 2025 that length doubled roughly every seven months. A model counts as finishing when it comes out right half the time, so what you get is a coin flip you still have to check. METR sizes an AI's capability by the longest job it can finish, measured against how long a person would take, and through 2025 that length doubled roughly every seven months. A model counts as finishing when it comes out right half the time, so what you margaret atwood, doubling, rule No Dru Riley Margaret Atwood Y Combinator's 1,000-to-1 Bet | Daily Essay 141 141 Y Combinator's 1,000-to-1 Bet | Daily Essay full 7f749e5c-e88a-43de-bcc0-484479cfcd49 https://share.transistor.fm/s/e111f526 Charlie Munger accused venture capitalists of screwing their investors, then called the business legitimate if you do it right. Two strategies sit behind that contradiction, one betting on what changes and one on what endures, and the choice between them turns on which fits you.

Featuring: Paul Graham, Niels Bohr, Charlie Munger

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Chapters:

(00:00) Bohr on profound truths
(00:06) Munger on how venture capital makes money
(00:29) Buffett bets on what customers still want
(00:56) Paul Graham's math for funding many
(01:33) Amazon picks its moment and its constants
(01:47) Bezos on what will stay the same
(02:12) Two strategies that both work

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Charlie Munger accused venture capitalists of screwing their investors, then called the business legitimate if you do it right. Two strategies sit behind that contradiction, one betting on what changes and one on what endures, and the choice between them turns on which fits you.

Featuring: Paul Graham, Niels Bohr, Charlie Munger

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Chapters:

(00:00) Bohr on profound truths
(00:06) Munger on how venture capital makes money
(00:29) Buffett bets on what customers still want
(00:56) Paul Graham's math for funding many
(01:33) Amazon picks its moment and its constants
(01:47) Bezos on what will stay the same
(02:12) Two strategies that both work

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Tue, 11 Aug 2026 14:43:47 -0700 Dru Riley Dru Riley 144 Charlie Munger accused venture capitalists of screwing their investors, then called the business legitimate if you do it right. Two strategies sit behind that contradiction, one betting on what changes and one on what endures, and the choice between them turns on which fits you. Charlie Munger accused venture capitalists of screwing their investors, then called the business legitimate if you do it right. Two strategies sit behind that contradiction, one betting on what changes and one on what endures, and the choice between them paul graham, niels bohr, charlie munger, combinator, bet No Dru Riley Paul Graham Niels Bohr Charlie Munger Why Rich People and Dying Spacecraft Follow the Same Rule | Daily Essay 140 140 Why Rich People and Dying Spacecraft Follow the Same Rule | Daily Essay full a033000c-9050-4a0b-8d95-7bc0593fd8a9 https://share.transistor.fm/s/367466ff One drop of solder came off each kerosene can and kept paying Rockefeller for as long as the plant ran. Rockefeller, Amazon, Voyager 1, a 272-year-old shark and the co-founder of HubSpot all run the same rule: lower what a thing costs to run and the advantage keeps paying.

Featuring: Dharmesh Shah, David Senra, Vicki Robin

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Chapters:

(00:00) Vicki Robin on frugality
(00:07) Rockefeller's 39th drop of solder
(00:47) Amazon's frugality and door desks
(01:14) Marketing capped at 55 minutes a day
(01:25) Voyager 1's shrinking power budget
(01:54) The Greenland shark's 272 year lifespan
(02:13) Dharmesh Shah keeps his costs flat

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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]]> One drop of solder came off each kerosene can and kept paying Rockefeller for as long as the plant ran. Rockefeller, Amazon, Voyager 1, a 272-year-old shark and the co-founder of HubSpot all run the same rule: lower what a thing costs to run and the advantage keeps paying.

Featuring: Dharmesh Shah, David Senra, Vicki Robin

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Chapters:

(00:00) Vicki Robin on frugality
(00:07) Rockefeller's 39th drop of solder
(00:47) Amazon's frugality and door desks
(01:14) Marketing capped at 55 minutes a day
(01:25) Voyager 1's shrinking power budget
(01:54) The Greenland shark's 272 year lifespan
(02:13) Dharmesh Shah keeps his costs flat

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

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]]> Mon, 10 Aug 2026 08:10:55 -0700 Dru Riley Dru Riley 169 One drop of solder came off each kerosene can and kept paying Rockefeller for as long as the plant ran. Rockefeller, Amazon, Voyager 1, a 272-year-old shark and the co-founder of HubSpot all run the same rule: lower what a thing costs to run and the advantage keeps paying. One drop of solder came off each kerosene can and kept paying Rockefeller for as long as the plant ran. Rockefeller, Amazon, Voyager 1, a 272-year-old shark and the co-founder of HubSpot all run the same rule: lower what a thing costs to run and the advan dharmesh shah, david senra, vicki robin, rich, dying, spacecraft, follow, rule No Dru Riley Dharmesh Shah David Senra Vicki Robin You're Not Undisciplined. Your Habit Is Too Big. | Daily Essay 139 139 You're Not Undisciplined. Your Habit Is Too Big. | Daily Essay full 4d4fab75-36fb-4246-8b06-d3a8792ebea3 https://share.transistor.fm/s/bf99a75c Two men who won the Nobel Prize for pricing options helped found a fund that lost 4.6 billion dollars in four months. Ed Thorp ran the formula that names the right bet size and spent 19 years betting half of it, because you can count your odds at a blackjack table and only estimate them in a market. Eliud Kipchoge, an Okinawan dinner table and the race to the South Pole all run the same rule at different speeds.

Featuring: Eliud Kipchoge, Ed Thorp, John Kelly, Roald Amundsen, Robert Falcon Scott, Peter L. Bernstein

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Chapters:

(00:00) Bernstein on survival
(00:05) Long-Term Capital Management's collapse
(00:20) Ed Thorp's Kelly formula fund
(01:12) Thorp bets half of the formula's number
(01:35) Kipchoge trains easy most weeks
(01:58) Amundsen paces 15 miles a day to the pole
(02:09) Scott's race ends in a blizzard 11 miles short

Where to find Dru:

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Subscribe to Dru's Notes for a new episode every day.

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]]> Two men who won the Nobel Prize for pricing options helped found a fund that lost 4.6 billion dollars in four months. Ed Thorp ran the formula that names the right bet size and spent 19 years betting half of it, because you can count your odds at a blackjack table and only estimate them in a market. Eliud Kipchoge, an Okinawan dinner table and the race to the South Pole all run the same rule at different speeds.

Featuring: Eliud Kipchoge, Ed Thorp, John Kelly, Roald Amundsen, Robert Falcon Scott, Peter L. Bernstein

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Chapters:

(00:00) Bernstein on survival
(00:05) Long-Term Capital Management's collapse
(00:20) Ed Thorp's Kelly formula fund
(01:12) Thorp bets half of the formula's number
(01:35) Kipchoge trains easy most weeks
(01:58) Amundsen paces 15 miles a day to the pole
(02:09) Scott's race ends in a blizzard 11 miles short

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Sun, 09 Aug 2026 05:21:02 -0700 Dru Riley Watch on YouTube Dru Riley 196 Two men who won the Nobel Prize for pricing options helped found a fund that lost 4.6 billion dollars in four months. Ed Thorp ran the formula that names the right bet size and spent 19 years betting half of it, because you can count your odds at a blackjack table and only estimate them in a market. Eliud Kipchoge, an Okinawan dinner table and the race to the South Pole all run the same rule at different speeds. Two men who won the Nobel Prize for pricing options helped found a fund that lost 4.6 billion dollars in four months. Ed Thorp ran the formula that names the right bet size and spent 19 years betting half of it, because you can count your odds at a blackj eliud kipchoge, ed thorp, john kelly, roald amundsen, robert falcon scott, peter l. bernstein, you're, undisciplined, habit, too No Dru Riley Ed Thorp Eliud Kipchoge John Kelly Robert Falcon Scott Peter L. Bernstein Roald Amundsen The 150-Year Art of Delayed Gratification | Daily Essay 138 138 The 150-Year Art of Delayed Gratification | Daily Essay full 9c7bc152-5ed2-4371-a2e0-97245bba3b8d https://share.transistor.fm/s/ff7bc88f I put off a book for 15 years and finished it before lunch. The notebook it came out of had been filling since 2013, which is the whole point: Johan Cruyff's academy, a bankrupt royalist's letters about clover, and a Vanderbilt grandson who kept every dollar all run the same pattern at different speeds.

Featuring: Johan Cruyff, Cornelius Vanderbilt, Guan Zhong, Samuel Hartlib

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Chapters:

(00:00) Guan Zhong on planting for a hundred years
(00:11) A book finished 15 years after it started
(00:34) Cruyff's academy produces the world's top three
(01:02) Richard Weston's letters on Flemish crop rotation
(01:39) Norfolk's wheat yields climb over 150 years
(02:00) A Vanderbilt grandson inherits and finds nothing to seek
(02:30) What the next day inherits

Where to find Dru:

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Subscribe to Dru's Notes for a new episode every day.

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]]> I put off a book for 15 years and finished it before lunch. The notebook it came out of had been filling since 2013, which is the whole point: Johan Cruyff's academy, a bankrupt royalist's letters about clover, and a Vanderbilt grandson who kept every dollar all run the same pattern at different speeds.

Featuring: Johan Cruyff, Cornelius Vanderbilt, Guan Zhong, Samuel Hartlib

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Chapters:

(00:00) Guan Zhong on planting for a hundred years
(00:11) A book finished 15 years after it started
(00:34) Cruyff's academy produces the world's top three
(01:02) Richard Weston's letters on Flemish crop rotation
(01:39) Norfolk's wheat yields climb over 150 years
(02:00) A Vanderbilt grandson inherits and finds nothing to seek
(02:30) What the next day inherits

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Sat, 08 Aug 2026 10:16:15 -0700 Dru Riley Watch on YouTube Dru Riley 165 I put off a book for 15 years and finished it before lunch. The notebook it came out of had been filling since 2013, which is the whole point: Johan Cruyff's academy, a bankrupt royalist's letters about clover, and a Vanderbilt grandson who kept every dollar all run the same pattern at different speeds. I put off a book for 15 years and finished it before lunch. The notebook it came out of had been filling since 2013, which is the whole point: Johan Cruyff's academy, a bankrupt royalist's letters about clover, and a Vanderbilt grandson who kept every dol johan cruyff, cornelius vanderbilt, guan zhong, samuel hartlib, art, delayed, gratification No Dru Riley Samuel Hartlib Cornelius Vanderbilt Guan Zhong Johan Cruyff The 10,000 Hour Rule Counts the Wrong Thing | Daily Essay 137 137 The 10,000 Hour Rule Counts the Wrong Thing | Daily Essay full 5b79e081-44e3-4425-be49-07400a0f7eff https://share.transistor.fm/s/383bb048 James Dyson built the same vacuum cleaner 5,127 times in an unheated coach house while his wife taught school to cover the mortgage. Four years on one problem bought him a position nobody else could follow him into, and the same shape shows up in a Michigan State lab, a Johns Hopkins operating room and a Toyota plant.

Featuring: James Dyson, Nassim Nicholas Taleb, Richard Lenski, Vivien Thomas, Alfred Blalock, Hamilton Helmer

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Chapters:

(00:00) Aeschylus on learning through suffering
(00:03) Dyson builds 5127 vacuum prototypes
(00:43) Lenski's E coli count generations not hours
(01:34) One market report becomes Trends.vc
(01:48) Vivien Thomas learns the operation on dogs
(02:18) Toyota's million small fixes a year
(02:40) Judgment from staying on one problem

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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> James Dyson built the same vacuum cleaner 5,127 times in an unheated coach house while his wife taught school to cover the mortgage. Four years on one problem bought him a position nobody else could follow him into, and the same shape shows up in a Michigan State lab, a Johns Hopkins operating room and a Toyota plant.

Featuring: James Dyson, Nassim Nicholas Taleb, Richard Lenski, Vivien Thomas, Alfred Blalock, Hamilton Helmer

Watch on YouTube

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Chapters:

(00:00) Aeschylus on learning through suffering
(00:03) Dyson builds 5127 vacuum prototypes
(00:43) Lenski's E coli count generations not hours
(01:34) One market report becomes Trends.vc
(01:48) Vivien Thomas learns the operation on dogs
(02:18) Toyota's million small fixes a year
(02:40) Judgment from staying on one problem

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

Click here to view the episode transcript.

]]> Fri, 07 Aug 2026 09:44:46 -0700 Dru Riley Watch on YouTube Dru Riley 178 James Dyson built the same vacuum cleaner 5,127 times in an unheated coach house while his wife taught school to cover the mortgage. Four years on one problem bought him a position nobody else could follow him into, and the same shape shows up in a Michigan State lab, a Johns Hopkins operating room and a Toyota plant. James Dyson built the same vacuum cleaner 5,127 times in an unheated coach house while his wife taught school to cover the mortgage. Four years on one problem bought him a position nobody else could follow him into, and the same shape shows up in a Michig james dyson, nassim nicholas taleb, richard lenski, vivien thomas, alfred blalock, hamilton helmer, rule, counts No Dru Riley Hamilton Helmer Richard Lenski Alfred Blalock James Dyson Nassim Nicholas Taleb Vivien Thomas Everything Feels Important? It's a Ranking Problem | Daily Essay 136 136 Everything Feels Important? It's a Ranking Problem | Daily Essay full c70355d2-410c-45a3-af46-bde28f62a777 https://share.transistor.fm/s/73d3010a Napoleon's surgeon-in-chief had more wounded men than surgeons, so he threw rank out and sorted by injury instead. Alexander Kotov wrote the same move down for chess in 1971, and Henry Singleton ran Teledyne on it with no five-year plan.

Featuring: Henry Singleton, Henry David Thoreau, Warren Buffett, Brent Beshore, Alexander Kotov, Dominique Jean Larrey

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Chapters:

(00:00) Thoreau on being busy
(00:08) Larrey sorts the wounded by injury
(00:47) Kotov's method for choosing a chess move
(01:07) Ranking tasks against each other since 2018
(01:13) Trends.vc's playbook versus a one-line PS
(01:40) Henry Singleton steers Teledyne day to day
(02:29) Ranking each option against the rest

Where to find Dru:

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]]> Napoleon's surgeon-in-chief had more wounded men than surgeons, so he threw rank out and sorted by injury instead. Alexander Kotov wrote the same move down for chess in 1971, and Henry Singleton ran Teledyne on it with no five-year plan.

Featuring: Henry Singleton, Henry David Thoreau, Warren Buffett, Brent Beshore, Alexander Kotov, Dominique Jean Larrey

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Chapters:

(00:00) Thoreau on being busy
(00:08) Larrey sorts the wounded by injury
(00:47) Kotov's method for choosing a chess move
(01:07) Ranking tasks against each other since 2018
(01:13) Trends.vc's playbook versus a one-line PS
(01:40) Henry Singleton steers Teledyne day to day
(02:29) Ranking each option against the rest

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]]> Thu, 06 Aug 2026 11:46:33 -0700 Dru Riley Watch on YouTube Dru Riley 157 Napoleon's surgeon-in-chief had more wounded men than surgeons, so he threw rank out and sorted by injury instead. Alexander Kotov wrote the same move down for chess in 1971, and Henry Singleton ran Teledyne on it with no five-year plan. Napoleon's surgeon-in-chief had more wounded men than surgeons, so he threw rank out and sorted by injury instead. Alexander Kotov wrote the same move down for chess in 1971, and Henry Singleton ran Teledyne on it with no five-year plan. henry singleton, henry david thoreau, warren buffett, brent beshore, alexander kotov, dominique jean larrey, feels, important, ranking, problem No Dru Riley Warren Buffett Henry Singleton Henry David Thoreau Brent Beshore Alexander Kotov Dominique Jean Larrey Neil Gaiman's Two-Draft Rule | Daily Essay 135 135 Neil Gaiman's Two-Draft Rule | Daily Essay full c65f22f8-5edb-4d54-a616-a0639497bb69 https://share.transistor.fm/s/eaee9f0b Each book Neil Gaiman writes gets written twice. He writes the first draft by hand, because a pen is slow enough to think a sentence all the way through, then types the whole thing up. Lucretius, Darwin's finches and Chris Rock all ran the same test.

Featuring: Neil Gaiman, Chris Rock, Stephen Greenblatt, Poggio Bracciolini, Peter Sims, Rosemary Grant, Jonathan Weiner

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Chapters:

(00:00) Seneca on fire testing gold
(00:06) Neil Gaiman writes each book twice
(00:15) Copying principles by hand each month
(00:26) Lucretius's poem survives a copy of a copy
(01:06) The Grants track finch beaks on Daphne Major
(01:31) Chris Rock tests jokes at the Stress Factory
(01:53) The cost of the test

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]]> Each book Neil Gaiman writes gets written twice. He writes the first draft by hand, because a pen is slow enough to think a sentence all the way through, then types the whole thing up. Lucretius, Darwin's finches and Chris Rock all ran the same test.

Featuring: Neil Gaiman, Chris Rock, Stephen Greenblatt, Poggio Bracciolini, Peter Sims, Rosemary Grant, Jonathan Weiner

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Chapters:

(00:00) Seneca on fire testing gold
(00:06) Neil Gaiman writes each book twice
(00:15) Copying principles by hand each month
(00:26) Lucretius's poem survives a copy of a copy
(01:06) The Grants track finch beaks on Daphne Major
(01:31) Chris Rock tests jokes at the Stress Factory
(01:53) The cost of the test

Where to find Dru:

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]]> Wed, 05 Aug 2026 11:07:29 -0700 Dru Riley Watch on YouTube Dru Riley 122 Each book Neil Gaiman writes gets written twice. He writes the first draft by hand, because a pen is slow enough to think a sentence all the way through, then types the whole thing up. Lucretius, Darwin's finches and Chris Rock all ran the same test. Each book Neil Gaiman writes gets written twice. He writes the first draft by hand, because a pen is slow enough to think a sentence all the way through, then types the whole thing up. Lucretius, Darwin's finches and Chris Rock all ran the same test. neil gaiman, chris rock, stephen greenblatt, poggio bracciolini, peter sims, rosemary grant, jonathan weiner, neil, gaiman, draft, rule No Dru Riley Chris Rock Rosemary Grant Poggio Bracciolini Jonathan Weiner Peter Sims Stephen Greenblatt Neil Gaiman Your Cold Shower Is an Exposure Therapy Rep | Daily Essay 134 134 Your Cold Shower Is an Exposure Therapy Rep | Daily Essay full 667de4d9-e1b5-4a97-90cc-4213bd1bf5aa https://share.transistor.fm/s/bb1a738d Day 389 the cold water stopped scaring me, and that is the day it stopped being a courage challenge. Clinicians call the mechanism exposure therapy: repeat the thing that frightens you until the fear drains out, then climb to the next rung.

Featuring: Maya Angelou, Jia Jiang, Barbra Streisand, Eleanor Roosevelt, Sara Solovitch

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Chapters:

(00:00) Courage grows or shrinks
(00:06) A cold shower streak to day 389
(00:35) Jia Jiang's 100 days of rejection
(01:06) UCLA's fear ladder protocol
(01:35) Barbra Streisand's 27 year stage fright
(02:02) Sara Solovitch returns to the piano at 60
(02:28) Reps until fear stops registering

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]]> Day 389 the cold water stopped scaring me, and that is the day it stopped being a courage challenge. Clinicians call the mechanism exposure therapy: repeat the thing that frightens you until the fear drains out, then climb to the next rung.

Featuring: Maya Angelou, Jia Jiang, Barbra Streisand, Eleanor Roosevelt, Sara Solovitch

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Chapters:

(00:00) Courage grows or shrinks
(00:06) A cold shower streak to day 389
(00:35) Jia Jiang's 100 days of rejection
(01:06) UCLA's fear ladder protocol
(01:35) Barbra Streisand's 27 year stage fright
(02:02) Sara Solovitch returns to the piano at 60
(02:28) Reps until fear stops registering

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Subscribe to Dru's Notes for a new episode every day.

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]]> Tue, 04 Aug 2026 09:48:21 -0700 Dru Riley Watch on YouTube Dru Riley 162 Day 389 the cold water stopped scaring me, and that is the day it stopped being a courage challenge. Clinicians call the mechanism exposure therapy: repeat the thing that frightens you until the fear drains out, then climb to the next rung. Day 389 the cold water stopped scaring me, and that is the day it stopped being a courage challenge. Clinicians call the mechanism exposure therapy: repeat the thing that frightens you until the fear drains out, then climb to the next rung. maya angelou, jia jiang, barbra streisand, eleanor roosevelt, sara solovitch, cold, shower, exposure, therapy, rep No Dru Riley Maya Angelou Barbra Streisand Eleanor Roosevelt Sara Solovitch Jia Jiang Your Habit List Is a Single Point of Failure | Daily Essay 133 133 Your Habit List Is a Single Point of Failure | Daily Essay full 3451c3d4-c849-422d-b7d8-9bcd2197ac1c https://share.transistor.fm/s/293ffea1 Five good habits can be one bet wearing five coats. Mine all covered my health, and nothing else in my life had any cover at all. Three hydraulic systems ran through one DC-10 tail, two flight computers ran one piece of software, and millions of banana plants were one plant repeated. Each looked like redundancy and each failed in a single stroke.

Featuring: Ray Dalio, Wendell Berry, Ed Thorp, Joseph Paxton

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Chapters:

(00:00) Diverse crops are a necessity
(00:11) A jiu jitsu mini retirement
(00:27) Five habits covering one part of life
(00:57) United 232's three hydraulic systems fail together
(01:52) Ariane 5's identical backup computer
(02:30) The Gros Michel and Cavendish banana clones
(03:22) Ed Thorp's hedged fund

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]]> Five good habits can be one bet wearing five coats. Mine all covered my health, and nothing else in my life had any cover at all. Three hydraulic systems ran through one DC-10 tail, two flight computers ran one piece of software, and millions of banana plants were one plant repeated. Each looked like redundancy and each failed in a single stroke.

Featuring: Ray Dalio, Wendell Berry, Ed Thorp, Joseph Paxton

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Chapters:

(00:00) Diverse crops are a necessity
(00:11) A jiu jitsu mini retirement
(00:27) Five habits covering one part of life
(00:57) United 232's three hydraulic systems fail together
(01:52) Ariane 5's identical backup computer
(02:30) The Gros Michel and Cavendish banana clones
(03:22) Ed Thorp's hedged fund

Where to find Dru:

Essays: https://druriley.com/
X: https://x.com/DruRly
YouTube: https://www.youtube.com/@dru-notes
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Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Mon, 03 Aug 2026 09:50:42 -0700 Dru Riley Watch on YouTube Dru Riley 238 Five good habits can be one bet wearing five coats. Mine all covered my health, and nothing else in my life had any cover at all. Three hydraulic systems ran through one DC-10 tail, two flight computers ran one piece of software, and millions of banana plants were one plant repeated. Each looked like redundancy and each failed in a single stroke. Five good habits can be one bet wearing five coats. Mine all covered my health, and nothing else in my life had any cover at all. Three hydraulic systems ran through one DC-10 tail, two flight computers ran one piece of software, and millions of banana pl ray dalio, wendell berry, ed thorp, joseph paxton, habit, list, single, point, failure No Dru Riley Ed Thorp Ray Dalio Joseph Paxton Wendell Berry You Stopped Feeling It. It Didn't Stop Working. | Daily Essay 132 132 You Stopped Feeling It. It Didn't Stop Working. | Daily Essay full e09f9b83-0864-4b6d-a9ea-dc875679173c https://share.transistor.fm/s/b0f97b2a Egypt dammed the Nile to stop the yearly flood, and two years later the sardine catch off the delta had fallen from about 15,000 tons to about 550. Britain tore out close to a million kilometers of hedgerow and now pays farmers to plant it back. India walked away from its stepwells until the taps started running dry. Three things that still worked, cut because nobody was watching them any more.

Featuring: Joni Mitchell, G.K. Chesterton

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Subscribe to Dru's Notes for a new episode every day.

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]]> Egypt dammed the Nile to stop the yearly flood, and two years later the sardine catch off the delta had fallen from about 15,000 tons to about 550. Britain tore out close to a million kilometers of hedgerow and now pays farmers to plant it back. India walked away from its stepwells until the taps started running dry. Three things that still worked, cut because nobody was watching them any more.

Featuring: Joni Mitchell, G.K. Chesterton

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Where to find Dru:

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YouTube: https://www.youtube.com/@dru-notes
Apple Podcasts: https://podcasts.apple.com/podcast/drus-notes/id1888795427
Spotify: https://open.spotify.com/show/3lFHqgKxuvEHmdiEUfYShG

Subscribe to Dru's Notes for a new episode every day.

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]]> Sun, 02 Aug 2026 07:01:12 -0700 Dru Riley Watch on YouTube Dru Riley 192 Egypt dammed the Nile to stop the yearly flood, and two years later the sardine catch off the delta had fallen from about 15,000 tons to about 550. Britain tore out close to a million kilometers of hedgerow and now pays farmers to plant it back. India walked away from its stepwells until the taps started running dry. Three things that still worked, cut because nobody was watching them any more. Egypt dammed the Nile to stop the yearly flood, and two years later the sardine catch off the delta had fallen from about 15,000 tons to about 550. Britain tore out close to a million kilometers of hedgerow and now pays farmers to plant it back. India wal joni mitchell, g.k. chesterton, feeling, didn't, working No Dru Riley G.K. Chesterton Joni Mitchell Stop Raising Your Standards. Start Proving Them. | Daily Essay 131 131 Stop Raising Your Standards. Start Proving Them. | Daily Essay full 31161487-e46a-4c40-8aa2-3beb208f9d65 https://share.transistor.fm/s/a7a25464 Chris Ferguson had already won a World Series of Poker Main Event when he ran a fresh bankroll from zero to ten thousand dollars, and he never put more than 5 percent of it on a table. Poker players run four tests before they move up in stakes. The same four decide when to raise the floor on a daily habit, and passing them is still a separate question from whether you should.

Featuring: Chris Ferguson

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]]> Chris Ferguson had already won a World Series of Poker Main Event when he ran a fresh bankroll from zero to ten thousand dollars, and he never put more than 5 percent of it on a table. Poker players run four tests before they move up in stakes. The same four decide when to raise the floor on a daily habit, and passing them is still a separate question from whether you should.

Featuring: Chris Ferguson

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]]> Sat, 01 Aug 2026 07:39:51 -0700 Dru Riley Watch on YouTube Dru Riley 471 Chris Ferguson had already won a World Series of Poker Main Event when he ran a fresh bankroll from zero to ten thousand dollars, and he never put more than 5 percent of it on a table. Poker players run four tests before they move up in stakes. The same four decide when to raise the floor on a daily habit, and passing them is still a separate question from whether you should. Chris Ferguson had already won a World Series of Poker Main Event when he ran a fresh bankroll from zero to ten thousand dollars, and he never put more than 5 percent of it on a table. Poker players run four tests before they move up in stakes. The same f chris ferguson, raising, standards, proving No Dru Riley Chris Ferguson 190,000 Taste Tests Said Yes. Customers Said No. | Daily Essay 130 130 190,000 Taste Tests Said Yes. Customers Said No. | Daily Essay full c148ac02-0a85-43bf-a0fa-0fc9af6fcf1c https://share.transistor.fm/s/592baca0 Coke swapped a recipe that worked and 40,000 people wrote in to complain. The bicycle, the honeycomb and the QWERTY keyboard each show a different way a design stops changing, and why touching a finished one costs you.

Featuring: Donella Meadows, John Kemp, Christopher Sholes, Thomas Hales

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Chapters:

(00:00) Watch the system before you touch it
(00:14) Running 21 experiments a day
(00:32) The bicycle's decades of guessing
(00:47) Starley's Rover fixes the frame in 1885
(01:12) The honeycomb's 2000 year proof
(01:54) New Coke and 190000 taste tests
(02:45) Guarding meditation from endless tweaks

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]]> Coke swapped a recipe that worked and 40,000 people wrote in to complain. The bicycle, the honeycomb and the QWERTY keyboard each show a different way a design stops changing, and why touching a finished one costs you.

Featuring: Donella Meadows, John Kemp, Christopher Sholes, Thomas Hales

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Chapters:

(00:00) Watch the system before you touch it
(00:14) Running 21 experiments a day
(00:32) The bicycle's decades of guessing
(00:47) Starley's Rover fixes the frame in 1885
(01:12) The honeycomb's 2000 year proof
(01:54) New Coke and 190000 taste tests
(02:45) Guarding meditation from endless tweaks

Where to find Dru:

Essays: https://druriley.com/
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]]> Fri, 31 Jul 2026 09:04:51 -0700 Dru Riley Watch on YouTube Dru Riley 192 Coke swapped a recipe that worked and 40,000 people wrote in to complain. The bicycle, the honeycomb and the QWERTY keyboard each show a different way a design stops changing, and why touching a finished one costs you. Coke swapped a recipe that worked and 40,000 people wrote in to complain. The bicycle, the honeycomb and the QWERTY keyboard each show a different way a design stops changing, and why touching a finished one costs you. donella meadows, john kemp, christopher sholes, thomas hales, taste, tests, customers No Dru Riley Thomas Hales Donella Meadows Christopher Sholes John Kemp Madam C.J. Walker: $1.25 to 20,000 Agents | Daily Essay 129 129 Madam C.J. Walker: $1.25 to 20,000 Agents | Daily Essay full 3f963959-61d1-4c73-8b9c-029f0b841746 https://share.transistor.fm/s/5190ed17 Her best proof that her hair formula worked was her own bald head. She carried before-and-after photographs into church basements and told the story herself.

Featuring: Madam C.J. Walker, Booker T. Washington, Sara Blakely, Tyler Perry, Aaron Draplin

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Where to find Dru:

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]]> Her best proof that her hair formula worked was her own bald head. She carried before-and-after photographs into church basements and told the story herself.

Featuring: Madam C.J. Walker, Booker T. Washington, Sara Blakely, Tyler Perry, Aaron Draplin

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Where to find Dru:

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]]> Thu, 30 Jul 2026 06:54:59 -0700 Dru Riley Watch on YouTube Dru Riley 245 Her best proof that her hair formula worked was her own bald head. She carried before-and-after photographs into church basements and told the story herself. Her best proof that her hair formula worked was her own bald head. She carried before-and-after photographs into church basements and told the story herself. madam c.j. walker, booker t. washington, sara blakely, tyler perry, aaron draplin, madam, walker, agents No Dru Riley Madam C.J. Walker Booker T. Washington Sara Blakely Aaron Draplin Tyler Perry The 200-Million-Year Test for Any Habit | Daily Essay 128 128 The 200-Million-Year Test for Any Habit | Daily Essay full 944e0dac-799e-492d-8b3f-6cb3e24f02e5 https://share.transistor.fm/s/3aa990e4 I dug the same grave 5 times. All 5 climbed back out, some more than once. A habit that outlives my judgment is one worth keeping, and a crocodile that has worn the same body for 200 million years explains why.

Featuring: Thich Nhat Hanh

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]]> I dug the same grave 5 times. All 5 climbed back out, some more than once. A habit that outlives my judgment is one worth keeping, and a crocodile that has worn the same body for 200 million years explains why.

Featuring: Thich Nhat Hanh

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]]> Wed, 29 Jul 2026 08:17:37 -0700 Dru Riley Watch on YouTube Dru Riley 91 I dug the same grave 5 times. All 5 climbed back out, some more than once. A habit that outlives my judgment is one worth keeping, and a crocodile that has worn the same body for 200 million years explains why. I dug the same grave 5 times. All 5 climbed back out, some more than once. A habit that outlives my judgment is one worth keeping, and a crocodile that has worn the same body for 200 million years explains why. thich nhat hanh, million, test, habit No Dru Riley Thich Nhat Hanh Revenge Bedtime Procrastination Isn't About Sleep. Ask Hermès. | Daily Essay 127 127 Revenge Bedtime Procrastination Isn't About Sleep. Ask Hermès. | Daily Essay full 39fd8da3-5071-4f85-b6f2-cb812d6250c7 https://share.transistor.fm/s/abf7ec6f I gave up rest days and paid for it with 3am binges. The harder a day runs, the more I need to decompress before bed, and the day never leaves room for it.

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]]> I gave up rest days and paid for it with 3am binges. The harder a day runs, the more I need to decompress before bed, and the day never leaves room for it.

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]]> Tue, 28 Jul 2026 10:18:02 -0700 Dru Riley Watch on YouTube Dru Riley 157 I gave up rest days and paid for it with 3am binges. The harder a day runs, the more I need to decompress before bed, and the day never leaves room for it. I gave up rest days and paid for it with 3am binges. The harder a day runs, the more I need to decompress before bed, and the day never leaves room for it. geneen roth, daphne k. lee, ancel keys, revenge, bedtime, procrastination, isn't, sleep, herm No Dru Riley Ancel Keys Daphne K. Lee Geneen Roth Proximity Is Power. Here's the Math. | Daily Essay 126 126 Proximity Is Power. Here's the Math. | Daily Essay full 340f29fc-7501-4bb2-8b04-58cf6b00e9a7 https://share.transistor.fm/s/94f15c08 Three years of zero income ended two hours after a member of my first mastermind told me to pivot and send the message that day. The room mattered as much as the advice, and the same pattern runs through Florence, Iten, St. Louis and Bell Labs.

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]]> Three years of zero income ended two hours after a member of my first mastermind told me to pivot and send the message that day. The room mattered as much as the advice, and the same pattern runs through Florence, Iten, St. Louis and Bell Labs.

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]]> Mon, 27 Jul 2026 08:15:58 -0700 Dru Riley Watch on YouTube Dru Riley 233 Three years of zero income ended two hours after a member of my first mastermind told me to pivot and send the message that day. The room mattered as much as the advice, and the same pattern runs through Florence, Iten, St. Louis and Bell Labs. Three years of zero income ended two hours after a member of my first mastermind told me to pivot and send the message that day. The room mattered as much as the advice, and the same pattern runs through Florence, Iten, St. Louis and Bell Labs. eliud kipchoge, brian eno, alfred marshall, david rudisha, rex sinquefield, proximity, power, math No Dru Riley Brian Eno Alfred Marshall Rex Sinquefield Eliud Kipchoge David Rudisha The 100x Comparison: Big City vs Small Town | Daily Essay 125 125 The 100x Comparison: Big City vs Small Town | Daily Essay full a01c214d-2525-4832-95b2-cd36c9e388e6 https://share.transistor.fm/s/4bdc9f17 Bill Gates spent more than a billion dollars making high schools smaller and later wrote that test scores barely moved. Crime is worse in big cities, so the same reasoning is running on them now.

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]]> Bill Gates spent more than a billion dollars making high schools smaller and later wrote that test scores barely moved. Crime is worse in big cities, so the same reasoning is running on them now.

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]]> Sun, 26 Jul 2026 01:20:06 -0700 Dru Riley Watch on YouTube Dru Riley 160 Bill Gates spent more than a billion dollars making high schools smaller and later wrote that test scores barely moved. Crime is worse in big cities, so the same reasoning is running on them now. Bill Gates spent more than a billion dollars making high schools smaller and later wrote that test scores barely moved. Crime is worse in big cities, so the same reasoning is running on them now. garrett hardin, bill gates, geoffrey west, 100x, comparison, city, town No Dru Riley Bill Gates Garrett Hardin Geoffrey West From $32 Billion to 25 Years: The Math He Skipped | Daily Essay 124 124 From $32 Billion to 25 Years: The Math He Skipped | Daily Essay full 9b0132c0-f5d8-4f4c-84b2-7995507cfd15 https://share.transistor.fm/s/6bf26841 A voice cuts through the track and asks, "What if I fall?" The answer follows: "Oh but my darling, what if you fly?" Erin Hanson wrote those lines at 18. The math underneath them is real, and Sam Bankman-Fried skipped the part that keeps a miss from ending you.

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]]> A voice cuts through the track and asks, "What if I fall?" The answer follows: "Oh but my darling, what if you fly?" Erin Hanson wrote those lines at 18. The math underneath them is real, and Sam Bankman-Fried skipped the part that keeps a miss from ending you.

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]]> Sat, 25 Jul 2026 09:42:26 -0700 Dru Riley Watch on YouTube Dru Riley 127 A voice cuts through the track and asks, "What if I fall?" The answer follows: "Oh but my darling, what if you fly?" Erin Hanson wrote those lines at 18. The math underneath them is real, and Sam Bankman-Fried skipped the part that keeps a miss from ending you. A voice cuts through the track and asks, "What if I fall?" The answer follows: "Oh but my darling, what if you fly?" Erin Hanson wrote those lines at 18. The math underneath them is real, and Sam Bankman-Fried skipped the part that keeps a miss from endin ed thorp, erin hanson, sam bankman-fried, billion, math, skipped No Dru Riley Ed Thorp Erin Hanson Sam Bankman-Fried The Same Loop That Killed Sears Runs Your Nights | Daily Essay 123 123 The Same Loop That Killed Sears Runs Your Nights | Daily Essay full 84bfb723-28d5-4827-abda-2b06394389d6 https://share.transistor.fm/s/c21adcdd I stay up late to catch up on my day and the catching up puts me further behind. The clock reads close to 1am and I'm still scrolling.

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]]> I stay up late to catch up on my day and the catching up puts me further behind. The clock reads close to 1am and I'm still scrolling.

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]]> Fri, 24 Jul 2026 10:41:24 -0700 Dru Riley Watch on YouTube Dru Riley 218 I stay up late to catch up on my day and the catching up puts me further behind. The clock reads close to 1am and I'm still scrolling. I stay up late to catch up on my day and the catching up puts me further behind. The clock reads close to 1am and I'm still scrolling. haruki murakami, charles duhigg, bill wilson, bob smith, paul volcker, jeff bezos, loop, killed, sears, runs, nights No Dru Riley Paul Volcker Jeff Bezos Haruki Murakami Charles Duhigg Bill Wilson Bob Smith Patagonia's 5-Word Policy for Getting Work Done | Daily Essay 122 122 Patagonia's 5-Word Policy for Getting Work Done | Daily Essay full 1f2c1d80-6465-4175-b6a1-bd4241d1a994 https://share.transistor.fm/s/22e560a7 Yvon Chouinard told his staff to surf when the surf comes up. The trick isn't skipping the work, it's banking it ahead so a free morning is already paid for.

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]]> Yvon Chouinard told his staff to surf when the surf comes up. The trick isn't skipping the work, it's banking it ahead so a free morning is already paid for.

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]]> Thu, 23 Jul 2026 08:52:23 -0700 Dru Riley Watch on YouTube Dru Riley 100 Yvon Chouinard told his staff to surf when the surf comes up. The trick isn't skipping the work, it's banking it ahead so a free morning is already paid for. Yvon Chouinard told his staff to surf when the surf comes up. The trick isn't skipping the work, it's banking it ahead so a free morning is already paid for. yvon chouinard, oprah winfrey, patagonia, word, policy, getting, done No Dru Riley Oprah Winfrey Yvon Chouinard How to Focus on One Thing All Day | Daily Essay 121 121 How to Focus on One Thing All Day | Daily Essay full 451f59df-7089-41c0-9fa2-0f552aa897e4 https://share.transistor.fm/s/30651fdc For the past 170 mornings, my writing streak depended on me showing up. This morning it stood on its own. Habit banking turns spare effort into a reserve, and a full reserve is what buys a whole day on one thing.

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]]> For the past 170 mornings, my writing streak depended on me showing up. This morning it stood on its own. Habit banking turns spare effort into a reserve, and a full reserve is what buys a whole day on one thing.

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]]> Wed, 22 Jul 2026 08:28:54 -0700 Dru Riley Watch on YouTube Dru Riley 130 For the past 170 mornings, my writing streak depended on me showing up. This morning it stood on its own. Habit banking turns spare effort into a reserve, and a full reserve is what buys a whole day on one thing. For the past 170 mornings, my writing streak depended on me showing up. This morning it stood on its own. Habit banking turns spare effort into a reserve, and a full reserve is what buys a whole day on one thing. oprah winfrey, paul graham, gary keller, mihaly csikszentmihalyi, bill gates, focus No Dru Riley Oprah Winfrey Gary Keller Bill Gates Paul Graham Mihaly Csikszentmihalyi One Small Promise, Kept 108 Mornings in a Row | Daily Essay 120 120 One Small Promise, Kept 108 Mornings in a Row | Daily Essay full f2e454d4-d8cb-4e2e-b26b-164a58e3f115 https://share.transistor.fm/s/0ba978b3 One cup of tea almost broke my 108-day streak. At ten I stop caffeine for the day, and a late start meant choosing between the cup and the cutoff. A record of kept promises is your reputation with yourself, and it pays out as confidence.

Featuring: Naval Ravikant, Will Durant, Jim Rohn, Chris Moneymaker, Sammy Farha, Sister Ignatia

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]]> One cup of tea almost broke my 108-day streak. At ten I stop caffeine for the day, and a late start meant choosing between the cup and the cutoff. A record of kept promises is your reputation with yourself, and it pays out as confidence.

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]]> Tue, 21 Jul 2026 09:44:45 -0700 Dru Riley Watch on YouTube Dru Riley 131 One cup of tea almost broke my 108-day streak. At ten I stop caffeine for the day, and a late start meant choosing between the cup and the cutoff. A record of kept promises is your reputation with yourself, and it pays out as confidence. One cup of tea almost broke my 108-day streak. At ten I stop caffeine for the day, and a late start meant choosing between the cup and the cutoff. A record of kept promises is your reputation with yourself, and it pays out as confidence. naval ravikant, will durant, jim rohn, chris moneymaker, sammy farha, sister ignatia, promise, mornings, row No Dru Riley Jim Rohn Sammy Farha Sister Ignatia Naval Ravikant Chris Moneymaker Will Durant The 3% Mortgage Debate Is Really About Sleep | Daily Essay 119 119 The 3% Mortgage Debate Is Really About Sleep | Daily Essay full 60392501-a165-429e-8ab4-9472a4d45c49 https://share.transistor.fm/s/67c88350 My friend paid off a three percent mortgage to sleep better. The same payoff would keep me up at night. Money is the one resource that fits on a spreadsheet, so it wins arguments by default against attention, energy and sleep.

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]]> My friend paid off a three percent mortgage to sleep better. The same payoff would keep me up at night. Money is the one resource that fits on a spreadsheet, so it wins arguments by default against attention, energy and sleep.

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]]> Mon, 20 Jul 2026 07:33:03 -0700 Dru Riley Watch on YouTube Dru Riley 135 My friend paid off a three percent mortgage to sleep better. The same payoff would keep me up at night. Money is the one resource that fits on a spreadsheet, so it wins arguments by default against attention, energy and sleep. My friend paid off a three percent mortgage to sleep better. The same payoff would keep me up at night. Money is the one resource that fits on a spreadsheet, so it wins arguments by default against attention, energy and sleep. oscar wilde, maya angelou, terry pratchett, antoine de saint-exupéry, mortgage, debate, sleep No Dru Riley Oscar Wilde Terry Pratchett Maya Angelou Antoine de Saint-Exupéry Chase Risk Before It Chases You | Daily Essay 118 118 Chase Risk Before It Chases You | Daily Essay full 9de3e1f8-c4aa-472f-8f92-6768c199b61b https://share.transistor.fm/s/90dbf04b You can pay for a risk you never take. One email cost me a month of dread and thirty minutes of work, Kodak buried a working digital camera to protect film, and Blockbuster laughed off a fifty million dollar Netflix. Standing still is its own bet, and usually the expensive one.

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]]> You can pay for a risk you never take. One email cost me a month of dread and thirty minutes of work, Kodak buried a working digital camera to protect film, and Blockbuster laughed off a fifty million dollar Netflix. Standing still is its own bet, and usually the expensive one.

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]]> Sun, 19 Jul 2026 07:46:37 -0700 Dru Riley Watch on YouTube Dru Riley 151 You can pay for a risk you never take. One email cost me a month of dread and thirty minutes of work, Kodak buried a working digital camera to protect film, and Blockbuster laughed off a fifty million dollar Netflix. Standing still is its own bet, and usually the expensive one. You can pay for a risk you never take. One email cost me a month of dread and thirty minutes of work, Kodak buried a working digital camera to protect film, and Blockbuster laughed off a fifty million dollar Netflix. Standing still is its own bet, and usu mark zuckerberg, erica jong, harvey cox, steve sasson, octavia butler, chase, risk, chases No Dru Riley Erica Jong Harvey Cox Mark Zuckerberg Steve Sasson Octavia Butler The Tater Tots Trick for Repurposing Content | Daily Essay 117 117 The Tater Tots Trick for Repurposing Content | Daily Essay full 0d0ad57d-9923-4306-9907-e416c00e9e60 https://share.transistor.fm/s/9c6ab5f3 For years two brothers threw their best product in the trash. You've probably eaten it. The archive of work you already finished is raw material for the next thing you keep planning to build from scratch.

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]]> For years two brothers threw their best product in the trash. You've probably eaten it. The archive of work you already finished is raw material for the next thing you keep planning to build from scratch.

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]]> Sat, 18 Jul 2026 08:15:21 -0700 Dru Riley Watch on YouTube Dru Riley 110 For years two brothers threw their best product in the trash. You've probably eaten it. The archive of work you already finished is raw material for the next thing you keep planning to build from scratch. For years two brothers threw their best product in the trash. You've probably eaten it. The archive of work you already finished is raw material for the next thing you keep planning to build from scratch. austin kleon, twyla tharp, tater, tots, trick, repurposing, content No Dru Riley Austin Kleon Twyla Tharp Work-Life Balance Is a Myth. Choose Your Table. | Daily Essay 116 116 Work-Life Balance Is a Myth. Choose Your Table. | Daily Essay full ffbba0fe-2a76-494c-97a3-a91cc7c11a7b https://share.transistor.fm/s/2fdb3947 Keyshia Cole sold a million copies of an album about love, then used one bridge for a bigger instruction: know your focus. Life seats you at several tables at once and the chips are attention.

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]]> Keyshia Cole sold a million copies of an album about love, then used one bridge for a bigger instruction: know your focus. Life seats you at several tables at once and the chips are attention.

Featuring: David Senra, Warren Buffett, Alice Schroeder, Ed Thorp, Bernie Madoff, Keyshia Cole

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]]> Fri, 17 Jul 2026 07:49:40 -0700 Dru Riley Watch on YouTube Dru Riley 201 Keyshia Cole sold a million copies of an album about love, then used one bridge for a bigger instruction: know your focus. Life seats you at several tables at once and the chips are attention. Keyshia Cole sold a million copies of an album about love, then used one bridge for a bigger instruction: know your focus. Life seats you at several tables at once and the chips are attention. david senra, warren buffett, alice schroeder, ed thorp, bernie madoff, keyshia cole, balance, myth, choose, table No Dru Riley David Senra Alice Schroeder Ed Thorp Bernie Madoff Keyshia Cole Warren Buffett I Pay 34 Minutes a Day for My Business to Grow | Daily Essay 115 115 I Pay 34 Minutes a Day for My Business to Grow | Daily Essay full 83e57894-f6f4-4fb4-b1ff-4bbdda449186 https://share.transistor.fm/s/a8f4fcf5 It costs me thirty-four seconds of cold water a day to stay in a good mood. My business growth charges more: thirty-four minutes of marketing a day. Each goal has a price. You choose how to pay it: in habits or in sporadic effort.

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]]> It costs me thirty-four seconds of cold water a day to stay in a good mood. My business growth charges more: thirty-four minutes of marketing a day. Each goal has a price. You choose how to pay it: in habits or in sporadic effort.

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]]> Thu, 16 Jul 2026 09:09:48 -0700 Dru Riley Watch on YouTube Dru Riley 123 It costs me thirty-four seconds of cold water a day to stay in a good mood. My business growth charges more: thirty-four minutes of marketing a day. Each goal has a price. You choose how to pay it: in habits or in sporadic effort. It costs me thirty-four seconds of cold water a day to stay in a good mood. My business growth charges more: thirty-four minutes of marketing a day. Each goal has a price. You choose how to pay it: in habits or in sporadic effort. henry david thoreau, anthony trollope, pay, business, grow No Dru Riley Henry David Thoreau Anthony Trollope Your Habits Have a Hurdle Rate | Daily Essay 114 114 Your Habits Have a Hurdle Rate | Daily Essay full 13cc011d-9d78-43b7-bd7e-c9bbc6280a7d https://share.transistor.fm/s/40bd3b40 A working habit is the one in danger. Once your effort clears its hurdle rate and starts compounding, the only threat left is your own hand reaching to push it further. Here's how to tell when raising the bar is earned, and the three forces that move it.

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]]> A working habit is the one in danger. Once your effort clears its hurdle rate and starts compounding, the only threat left is your own hand reaching to push it further. Here's how to tell when raising the bar is earned, and the three forces that move it.

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]]> Wed, 15 Jul 2026 13:43:00 -0700 Dru Riley Watch on YouTube Dru Riley 296 A working habit is the one in danger. Once your effort clears its hurdle rate and starts compounding, the only threat left is your own hand reaching to push it further. Here's how to tell when raising the bar is earned, and the three forces that move it. A working habit is the one in danger. Once your effort clears its hurdle rate and starts compounding, the only threat left is your own hand reaching to push it further. Here's how to tell when raising the bar is earned, and the three forces that move it. nicolai tangen, leo tolstoy, rick guerin, tiger woods, nicolas cage, kevin hart, habits, hurdle, rate No Dru Riley Nicolai Tangen Leo Tolstoy Rick Guerin Tiger Woods Nicolas Cage Kevin Hart You're in a Status Game Whether You Entered or Not | Daily Essay 113 113 You're in a Status Game Whether You Entered or Not | Daily Essay full a9f8300e-195e-4d2a-9435-b8bc6d65354e https://share.transistor.fm/s/44ce9043 My chess wins are funded by other people's losses. Every rating point I take comes off someone else's number, and the same is true of status: rank in a crowd has to be taken from someone. Some goals charge the iron price. Others charge gold. Know which one your goal charges before you chase it.

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]]> My chess wins are funded by other people's losses. Every rating point I take comes off someone else's number, and the same is true of status: rank in a crowd has to be taken from someone. Some goals charge the iron price. Others charge gold. Know which one your goal charges before you chase it.

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]]> Tue, 14 Jul 2026 07:43:06 -0700 Dru Riley Watch on YouTube Dru Riley 167 My chess wins are funded by other people's losses. Every rating point I take comes off someone else's number, and the same is true of status: rank in a crowd has to be taken from someone. Some goals charge the iron price. Others charge gold. Know which one your goal charges before you chase it. My chess wins are funded by other people's losses. Every rating point I take comes off someone else's number, and the same is true of status: rank in a crowd has to be taken from someone. Some goals charge the iron price. Others charge gold. Know which on naval ravikant, adam smith, warren buffett, leon trotsky, lewis carroll, you're, status, game, entered No Dru Riley Naval Ravikant Adam Smith Lewis Carroll Leon Trotsky Warren Buffett The Con I Run on Myself to Start Working | Daily Essay 112 112 The Con I Run on Myself to Start Working | Daily Essay full 4585c5d4-ac18-46b5-afde-8052b7156a8e https://share.transistor.fm/s/fbc76a7d I promised myself 20 minutes of outbound sales. Two hours later I was still doing targeted outreach. The small number was bait. Going from zero to one costs more than everything after it, so shrink the first step until it's too small to refuse.

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]]> I promised myself 20 minutes of outbound sales. Two hours later I was still doing targeted outreach. The small number was bait. Going from zero to one costs more than everything after it, so shrink the first step until it's too small to refuse.

Featuring: Ali Abdaal, Hillel the Elder

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]]> Mon, 13 Jul 2026 07:09:49 -0700 Dru Riley Watch on YouTube Dru Riley 93 I promised myself 20 minutes of outbound sales. Two hours later I was still doing targeted outreach. The small number was bait. Going from zero to one costs more than everything after it, so shrink the first step until it's too small to refuse. I promised myself 20 minutes of outbound sales. Two hours later I was still doing targeted outreach. The small number was bait. Going from zero to one costs more than everything after it, so shrink the first step until it's too small to refuse. ali abdaal, hillel the elder, con, myself, working No Dru Riley Hillel the Elder Ali Abdaal Optimizing Your Life Is Killing Your Progress | Daily Essay 111 111 Optimizing Your Life Is Killing Your Progress | Daily Essay full 42a44b02-2d84-42df-9c87-3525b7652790 https://share.transistor.fm/s/48e224ae My worst weeks start right after I improve something. For years I couldn't see the pattern, until I noticed each dip followed a habit I added or dropped. Constant tinkering resets a working system before it can compound.

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]]> My worst weeks start right after I improve something. For years I couldn't see the pattern, until I noticed each dip followed a habit I added or dropped. Constant tinkering resets a working system before it can compound.

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]]> Sun, 12 Jul 2026 06:33:50 -0700 Dru Riley Watch on YouTube Dru Riley 196 My worst weeks start right after I improve something. For years I couldn't see the pattern, until I noticed each dip followed a habit I added or dropped. Constant tinkering resets a working system before it can compound. My worst weeks start right after I improve something. For years I couldn't see the pattern, until I noticed each dip followed a habit I added or dropped. Constant tinkering resets a working system before it can compound. charlie munger, octavia butler, optimizing, killing, progress No Dru Riley Charlie Munger Octavia Butler The 10pm Rule I Failed for Two Years | Daily Essay 110 110 The 10pm Rule I Failed for Two Years | Daily Essay full 4ad80ff6-1dd4-455b-a47b-4f98b4a98669 https://share.transistor.fm/s/78c378a3 Two years of thinking never told me why I struggle to disconnect from electronics by 10pm. One week of experiments did. The fix came from treating my own habit like broken code: change one variable, watch what moves.

Featuring: Richard Feynman, Zora Neale Hurston, Ignaz Semmelweis, John Snow, Anne-Laure Le Cunff

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]]> Two years of thinking never told me why I struggle to disconnect from electronics by 10pm. One week of experiments did. The fix came from treating my own habit like broken code: change one variable, watch what moves.

Featuring: Richard Feynman, Zora Neale Hurston, Ignaz Semmelweis, John Snow, Anne-Laure Le Cunff

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]]> Sat, 11 Jul 2026 02:36:21 -0700 Dru Riley Watch on YouTube Dru Riley 193 Two years of thinking never told me why I struggle to disconnect from electronics by 10pm. One week of experiments did. The fix came from treating my own habit like broken code: change one variable, watch what moves. Two years of thinking never told me why I struggle to disconnect from electronics by 10pm. One week of experiments did. The fix came from treating my own habit like broken code: change one variable, watch what moves. richard feynman, zora neale hurston, ignaz semmelweis, john snow, anne-laure le cunff, 10pm, rule, failed No Dru Riley Richard Feynman John Snow Ignaz Semmelweis Anne-Laure Le Cunff Zora Neale Hurston The NBA Deleted a Shot. Your Habit Needs the Same. | Daily Essay 109 109 The NBA Deleted a Shot. Your Habit Needs the Same. | Daily Essay full db6a0767-ad85-4178-a519-ecda816ebf66 https://share.transistor.fm/s/369066f8 Sears died in the gap between Walmart and Nordstrom. The NBA deleted its least efficient shot and scored better than ever. A habit set on a single middle number carries the same hidden tax: cut the middle, keep the floor and the bar, and the range gets stronger.

Featuring: Dieter Rams, Nassim Nicholas Taleb

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]]> Sears died in the gap between Walmart and Nordstrom. The NBA deleted its least efficient shot and scored better than ever. A habit set on a single middle number carries the same hidden tax: cut the middle, keep the floor and the bar, and the range gets stronger.

Featuring: Dieter Rams, Nassim Nicholas Taleb

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]]> Fri, 10 Jul 2026 05:13:05 -0700 Dru Riley Watch on YouTube Dru Riley 104 Sears died in the gap between Walmart and Nordstrom. The NBA deleted its least efficient shot and scored better than ever. A habit set on a single middle number carries the same hidden tax: cut the middle, keep the floor and the bar, and the range gets stronger. Sears died in the gap between Walmart and Nordstrom. The NBA deleted its least efficient shot and scored better than ever. A habit set on a single middle number carries the same hidden tax: cut the middle, keep the floor and the bar, and the range gets st dieter rams, nassim nicholas taleb, nba, deleted, shot, habit, needs No Dru Riley Dieter Rams Nassim Nicholas Taleb Fifteen Years on One Wall. One Day Off the Business Week. | Daily Essay 108 108 Fifteen Years on One Wall. One Day Off the Business Week. | Daily Essay full 71c72db3-dbf0-473d-b377-7499ed0fdeaf https://share.transistor.fm/s/6ce2ce26 I broke my own meditation practice the same way for fifteen years. Then an AI playing Atari Breakout taught me to tell a wall I should accept from a door I could walk through.

Featuring: Reinhold Niebuhr, Dick Fosbury

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]]> I broke my own meditation practice the same way for fifteen years. Then an AI playing Atari Breakout taught me to tell a wall I should accept from a door I could walk through.

Featuring: Reinhold Niebuhr, Dick Fosbury

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]]> Thu, 09 Jul 2026 11:42:58 -0700 Dru Riley Watch on YouTube Dru Riley 217 I broke my own meditation practice the same way for fifteen years. Then an AI playing Atari Breakout taught me to tell a wall I should accept from a door I could walk through. I broke my own meditation practice the same way for fifteen years. Then an AI playing Atari Breakout taught me to tell a wall I should accept from a door I could walk through. reinhold niebuhr, dick fosbury, fifteen, wall, business No Dru Riley Reinhold Niebuhr Dick Fosbury The 3am Binge Isn't a Willpower Failure | Daily Essay 107 107 The 3am Binge Isn't a Willpower Failure | Daily Essay full 2cfe1ec7-52c2-4cdc-8a91-423924cec55e https://share.transistor.fm/s/b30ff62e Some nights I'd binge until 3am, sometimes 5, then wake up ashamed. For a long time I read those nights as a discipline failure.

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]]> Some nights I'd binge until 3am, sometimes 5, then wake up ashamed. For a long time I read those nights as a discipline failure.

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]]> Wed, 08 Jul 2026 15:20:12 -0700 Dru Riley Watch on YouTube Dru Riley 60 Some nights I'd binge until 3am, sometimes 5, then wake up ashamed. For a long time I read those nights as a discipline failure. Some nights I'd binge until 3am, sometimes 5, then wake up ashamed. For a long time I read those nights as a discipline failure. 3am, binge, isn't, willpower, failure No Dru Riley The Map Is Not the Territory (And Why That's Fine) | Daily Essay 106 106 The Map Is Not the Territory (And Why That's Fine) | Daily Essay full 5016938c-a55e-4639-b1bb-12650f391960 https://share.transistor.fm/s/10812735 I sent an email about putting my habits on a range instead of a single number, and a reader asked why. The answer says something true about every model worth using, from a subway map to Newton's laws.

Featuring: Derek Sivers, Alfred Korzybski, Harry Beck, Phil Libin

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]]> I sent an email about putting my habits on a range instead of a single number, and a reader asked why. The answer says something true about every model worth using, from a subway map to Newton's laws.

Featuring: Derek Sivers, Alfred Korzybski, Harry Beck, Phil Libin

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]]> Tue, 07 Jul 2026 05:13:12 -0700 Dru Riley Watch on YouTube Dru Riley 174 I sent an email about putting my habits on a range instead of a single number, and a reader asked why. The answer says something true about every model worth using, from a subway map to Newton's laws. I sent an email about putting my habits on a range instead of a single number, and a reader asked why. The answer says something true about every model worth using, from a subway map to Newton's laws. derek sivers, alfred korzybski, harry beck, phil libin, map, territory No Dru Riley Harry Beck Phil Libin Alfred Korzybski Derek Sivers Habit Banking: What You Can Bank and What You Can't | Daily Essay 105 105 Habit Banking: What You Can Bank and What You Can't | Daily Essay full d9b28e24-82cc-4f75-9ad2-a49b0e26bf11 https://share.transistor.fm/s/c01333e3 My sleep app shows a debt. Skip an hour of sleep and it adds that hour to the total. A few short nights running and I owe eight hours, then ten.

Featuring: Benjamin Franklin, James Clear, William Blake, Matthew Walker

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]]> My sleep app shows a debt. Skip an hour of sleep and it adds that hour to the total. A few short nights running and I owe eight hours, then ten.

Featuring: Benjamin Franklin, James Clear, William Blake, Matthew Walker

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]]> Mon, 06 Jul 2026 16:21:41 -0700 Dru Riley Watch on YouTube Dru Riley 385 My sleep app shows a debt. Skip an hour of sleep and it adds that hour to the total. A few short nights running and I owe eight hours, then ten. My sleep app shows a debt. Skip an hour of sleep and it adds that hour to the total. A few short nights running and I owe eight hours, then ten. benjamin franklin, james clear, william blake, matthew walker, habit, banking, bank, can't No Dru Riley Benjamin Franklin James Clear William Blake Matthew Walker Small Habits, Big Results: 47 Novels Before Work | Daily Essay 104 104 Small Habits, Big Results: 47 Novels Before Work | Daily Essay full d9fdb9bd-3c01-47ac-b1e8-8ea79886a996 https://share.transistor.fm/s/bda532ec I sat down to meditate for one minute a day, fifteen years ago. The sitting now runs up to two and a half hours, and the same math built a business, forty-seven novels and the biggest carmaker in the world.

Featuring: Anthony Trollope, James Baldwin, Lao Tzu

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]]> I sat down to meditate for one minute a day, fifteen years ago. The sitting now runs up to two and a half hours, and the same math built a business, forty-seven novels and the biggest carmaker in the world.

Featuring: Anthony Trollope, James Baldwin, Lao Tzu

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]]> Sun, 05 Jul 2026 12:22:04 -0700 Dru Riley Watch on YouTube Dru Riley 108 I sat down to meditate for one minute a day, fifteen years ago. The sitting now runs up to two and a half hours, and the same math built a business, forty-seven novels and the biggest carmaker in the world. I sat down to meditate for one minute a day, fifteen years ago. The sitting now runs up to two and a half hours, and the same math built a business, forty-seven novels and the biggest carmaker in the world. anthony trollope, james baldwin, lao tzu, habits, results, novels No Dru Riley James Baldwin Lao Tzu Anthony Trollope The $4.6 Billion Lesson in Not Rushing | Daily Essay 103 103 The $4.6 Billion Lesson in Not Rushing | Daily Essay full 7a7f2117-6880-4784-9946-51fce1034358 https://share.transistor.fm/s/8da5a00c Rick Guerin had the same returns as Buffett and Munger. He borrowed to get there faster and lost his seat at the table. The same leverage runs through a hedge fund of Nobel winners and my own daily habits.

Featuring: Warren Buffett, Charlie Munger, Rick Guerin

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]]> Rick Guerin had the same returns as Buffett and Munger. He borrowed to get there faster and lost his seat at the table. The same leverage runs through a hedge fund of Nobel winners and my own daily habits.

Featuring: Warren Buffett, Charlie Munger, Rick Guerin

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]]> Sat, 04 Jul 2026 11:00:40 -0700 Dru Riley Watch on YouTube Dru Riley 223 Rick Guerin had the same returns as Buffett and Munger. He borrowed to get there faster and lost his seat at the table. The same leverage runs through a hedge fund of Nobel winners and my own daily habits. Rick Guerin had the same returns as Buffett and Munger. He borrowed to get there faster and lost his seat at the table. The same leverage runs through a hedge fund of Nobel winners and my own daily habits. warren buffett, charlie munger, rick guerin, billion, lesson, rushing No Dru Riley Charlie Munger Rick Guerin Warren Buffett You're Not Lazy. The Step Is Too Steep. | Daily Essay 102 102 You're Not Lazy. The Step Is Too Steep. | Daily Essay full 55e75269-3a03-4bd7-b87a-0c8b065acbf2 https://share.transistor.fm/s/b73274e4 One line in my task queue said "set up an email address." It was really nine steps across two domains. Breaking a task into its real steps is what turns a stuck line into work you can start.

Featuring: Henry Ford, David Allen, Anne Lamott

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]]> One line in my task queue said "set up an email address." It was really nine steps across two domains. Breaking a task into its real steps is what turns a stuck line into work you can start.

Featuring: Henry Ford, David Allen, Anne Lamott

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]]> Fri, 03 Jul 2026 14:12:54 -0700 Dru Riley Watch on YouTube Dru Riley 118 One line in my task queue said "set up an email address." It was really nine steps across two domains. Breaking a task into its real steps is what turns a stuck line into work you can start. One line in my task queue said "set up an email address." It was really nine steps across two domains. Breaking a task into its real steps is what turns a stuck line into work you can start. henry ford, david allen, anne lamott, experiments, resistance, procrastination, productivity, calibration, you're, lazy, step, too, steep No Dru Riley Anne Lamott David Allen Henry Ford 4 Things I'd Tell My Younger Self. One Changed Everything. | Daily Essay 101 101 4 Things I'd Tell My Younger Self. One Changed Everything. | Daily Essay full deea89e2-b4e8-45a5-96d7-7da7e1443935 https://share.transistor.fm/s/36fa2413 If you rewound your life and took the fastest route to where you stand right now, you'd see how much time got burned on things that didn't matter. A quote from Julian Shapiro sent the exercise off, and here are the four things it surfaced.

Featuring: Julian Shapiro

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]]> If you rewound your life and took the fastest route to where you stand right now, you'd see how much time got burned on things that didn't matter. A quote from Julian Shapiro sent the exercise off, and here are the four things it surfaced.

Featuring: Julian Shapiro

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]]> Thu, 02 Jul 2026 15:35:05 -0700 Dru Riley Watch on YouTube Dru Riley 121 If you rewound your life and took the fastest route to where you stand right now, you'd see how much time got burned on things that didn't matter. A quote from Julian Shapiro sent the exercise off, and here are the four things it surfaced. If you rewound your life and took the fastest route to where you stand right now, you'd see how much time got burned on things that didn't matter. A quote from Julian Shapiro sent the exercise off, and here are the four things it surfaced. julian shapiro, i'd, younger, self, changed No Dru Riley Julian Shapiro Confidence Is a Trailing Indicator | Daily Essay 100 100 Confidence Is a Trailing Indicator | Daily Essay full 6c3909d3-543e-4316-98c5-42117b5551f0 https://share.transistor.fm/s/e43935c6 Confidence is a trailing indicator. The feeling follows the evidence, and the evidence comes from reps. A neuroscientist's work on addiction explains why pep talks fade like a drug while months of showing up move the baseline for good.

Featuring: Tim Ferriss, Dale Carnegie, Judith Grisel

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]]> Confidence is a trailing indicator. The feeling follows the evidence, and the evidence comes from reps. A neuroscientist's work on addiction explains why pep talks fade like a drug while months of showing up move the baseline for good.

Featuring: Tim Ferriss, Dale Carnegie, Judith Grisel

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]]> Wed, 01 Jul 2026 14:10:37 -0700 Dru Riley Watch on YouTube Dru Riley 142 Confidence is a trailing indicator. The feeling follows the evidence, and the evidence comes from reps. A neuroscientist's work on addiction explains why pep talks fade like a drug while months of showing up move the baseline for good. Confidence is a trailing indicator. The feeling follows the evidence, and the evidence comes from reps. A neuroscientist's work on addiction explains why pep talks fade like a drug while months of showing up move the baseline for good. tim ferriss, dale carnegie, judith grisel, confidence, trailing, indicator No Dru Riley Tim Ferriss Judith Grisel Dale Carnegie The Navy Cured Scurvy. Then It Uncured It. | Daily Essay 99 99 The Navy Cured Scurvy. Then It Uncured It. | Daily Essay full 6ee27347-4e0f-4200-865d-fa23fcf64100 https://share.transistor.fm/s/406a1eb6 The British Navy cured scurvy, then optimized the cure away without noticing. The habit whose benefit you can no longer feel is the one you're most likely to cut.

Featuring: James Lind

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]]> The British Navy cured scurvy, then optimized the cure away without noticing. The habit whose benefit you can no longer feel is the one you're most likely to cut.

Featuring: James Lind

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]]> Tue, 30 Jun 2026 13:10:24 -0700 Dru Riley Watch on YouTube Dru Riley 227 The British Navy cured scurvy, then optimized the cure away without noticing. The habit whose benefit you can no longer feel is the one you're most likely to cut. The British Navy cured scurvy, then optimized the cure away without noticing. The habit whose benefit you can no longer feel is the one you're most likely to cut. james lind, navy, cured, scurvy, uncured No Dru Riley James Lind Why I Can't Drink a Latte (and Billionaires Pay No Tax) | Daily Essay 98 98 Why I Can't Drink a Latte (and Billionaires Pay No Tax) | Daily Essay full 0b36e5d2-1639-4e49-8c5d-4003bb30b2cc https://share.transistor.fm/s/be5e3bcb Two rules I keep for unrelated reasons (no caffeine after ten, no food before two) quietly banned coffee with milk. The same thing builds computers inside a math game, leaves a baby stateless, and lets a fortune pass untaxed: simple rules stacking into outcomes no one designed.

Featuring: Melanie Mitchell, John Conway

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]]> Two rules I keep for unrelated reasons (no caffeine after ten, no food before two) quietly banned coffee with milk. The same thing builds computers inside a math game, leaves a baby stateless, and lets a fortune pass untaxed: simple rules stacking into outcomes no one designed.

Featuring: Melanie Mitchell, John Conway

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]]> Mon, 29 Jun 2026 14:09:42 -0700 Dru Riley Watch on YouTube Dru Riley 229 Two rules I keep for unrelated reasons (no caffeine after ten, no food before two) quietly banned coffee with milk. The same thing builds computers inside a math game, leaves a baby stateless, and lets a fortune pass untaxed: simple rules stacking into outcomes no one designed. Two rules I keep for unrelated reasons (no caffeine after ten, no food before two) quietly banned coffee with milk. The same thing builds computers inside a math game, leaves a baby stateless, and lets a fortune pass untaxed: simple rules stacking into ou melanie mitchell, john conway, can't, drink, latte, billionaires, pay, tax No Dru Riley John Conway Melanie Mitchell Stop Trading Your Habits Like Stocks | Daily Essay 97 97 Stop Trading Your Habits Like Stocks | Daily Essay full 7188c6df-1ca5-4e5f-980e-166353d73442 https://share.transistor.fm/s/67058745 The investors who traded the most underperformed the market by a wide margin. I traded my habits the same way, swapping working routines for new ones and ignoring what each trade cost the whole system. Locking my habits for the month is what stopped the crashes.

Featuring: Charlie Munger

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]]> The investors who traded the most underperformed the market by a wide margin. I traded my habits the same way, swapping working routines for new ones and ignoring what each trade cost the whole system. Locking my habits for the month is what stopped the crashes.

Featuring: Charlie Munger

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]]> Sun, 28 Jun 2026 15:08:48 -0700 Dru Riley Watch on YouTube Dru Riley 162 The investors who traded the most underperformed the market by a wide margin. I traded my habits the same way, swapping working routines for new ones and ignoring what each trade cost the whole system. Locking my habits for the month is what stopped the crashes. The investors who traded the most underperformed the market by a wide margin. I traded my habits the same way, swapping working routines for new ones and ignoring what each trade cost the whole system. Locking my habits for the month is what stopped the c charlie munger, trading, habits, stocks No Dru Riley Charlie Munger Why Mormons Get Rich and Adventists Live to 100 | Daily Essay 96 96 Why Mormons Get Rich and Adventists Live to 100 | Daily Essay full 3378eff1-5c92-4d84-9e76-595695edc534 https://share.transistor.fm/s/a59f7ec8 Jews are 0.2% of the world and have won 20% of the Nobel Prizes. A poor kid in Salt Lake City has the best odds of reaching the top of any big city in America. Seventh-day Adventists outlive their neighbors by a decade. Five repeated rituals explain it, and you can borrow them without the belief.

Featuring: Simone Weil

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]]> Jews are 0.2% of the world and have won 20% of the Nobel Prizes. A poor kid in Salt Lake City has the best odds of reaching the top of any big city in America. Seventh-day Adventists outlive their neighbors by a decade. Five repeated rituals explain it, and you can borrow them without the belief.

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]]> Sat, 27 Jun 2026 14:20:14 -0700 Dru Riley Watch on YouTube Dru Riley 457 Jews are 0.2% of the world and have won 20% of the Nobel Prizes. A poor kid in Salt Lake City has the best odds of reaching the top of any big city in America. Seventh-day Adventists outlive their neighbors by a decade. Five repeated rituals explain it, and you can borrow them without the belief. Jews are 0.2% of the world and have won 20% of the Nobel Prizes. A poor kid in Salt Lake City has the best odds of reaching the top of any big city in America. Seventh-day Adventists outlive their neighbors by a decade. Five repeated rituals explain it, a simone weil, mormons, rich, adventists No Dru Riley Simone Weil Your Habits Are Your Investment Portfolio | Daily Essay 95 95 Your Habits Are Your Investment Portfolio | Daily Essay full f7a1f480-7c25-4623-bdab-1fa60aba6132 https://share.transistor.fm/s/d970324f I sold a habit this week: 389 days of cold showers, closed out and swapped for a daily courage challenge. Your life is the blended return on the habits you hold, so run them like a portfolio: hold the winners, reallocate when a better use appears and stay concentrated.

Featuring: Will Durant, Peter Lynch

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]]> I sold a habit this week: 389 days of cold showers, closed out and swapped for a daily courage challenge. Your life is the blended return on the habits you hold, so run them like a portfolio: hold the winners, reallocate when a better use appears and stay concentrated.

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]]> Fri, 26 Jun 2026 15:12:21 -0700 Dru Riley Watch on YouTube Dru Riley 142 I sold a habit this week: 389 days of cold showers, closed out and swapped for a daily courage challenge. Your life is the blended return on the habits you hold, so run them like a portfolio: hold the winners, reallocate when a better use appears and stay concentrated. I sold a habit this week: 389 days of cold showers, closed out and swapped for a daily courage challenge. Your life is the blended return on the habits you hold, so run them like a portfolio: hold the winners, reallocate when a better use appears and stay will durant, peter lynch, habits, investment, portfolio No Dru Riley Will Durant Peter Lynch Anti-Habits: The Discipline of Saying No | Daily Essay 94 94 Anti-Habits: The Discipline of Saying No | Daily Essay full 9808fb64-444b-46a5-9601-d2528fe52f30 https://share.transistor.fm/s/01fb5386 I turned down someone I was interested in because their party started after my 10pm shutdown. A look at the rules about what I won't do and what each one pays back.

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]]> I turned down someone I was interested in because their party started after my 10pm shutdown. A look at the rules about what I won't do and what each one pays back.

Featuring: Igor Stravinsky

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]]> Thu, 25 Jun 2026 10:06:42 -0700 Dru Riley Watch on YouTube Dru Riley 164 I turned down someone I was interested in because their party started after my 10pm shutdown. A look at the rules about what I won't do and what each one pays back. I turned down someone I was interested in because their party started after my 10pm shutdown. A look at the rules about what I won't do and what each one pays back. igor stravinsky, anti, habits, discipline, saying No Dru Riley Igor Stravinsky I Optimized My Habits Until They Broke | Daily Essay 93 93 I Optimized My Habits Until They Broke | Daily Essay full fe01b4a1-3b05-49a8-b744-a1ceeb4eec23 https://share.transistor.fm/s/a3670c8e For years I kept swapping working habits for better ones. Each swap reset the momentum, until I capped my habits at 13 and locked the portfolio so it could only change in the first five days of the month.

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]]> For years I kept swapping working habits for better ones. Each swap reset the momentum, until I capped my habits at 13 and locked the portfolio so it could only change in the first five days of the month.

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]]> Wed, 24 Jun 2026 15:21:24 -0700 Dru Riley Watch on YouTube Dru Riley 184 For years I kept swapping working habits for better ones. Each swap reset the momentum, until I capped my habits at 13 and locked the portfolio so it could only change in the first five days of the month. For years I kept swapping working habits for better ones. Each swap reset the momentum, until I capped my habits at 13 and locked the portfolio so it could only change in the first five days of the month. blaise pascal, optimized, habits, they, broke No Dru Riley Blaise Pascal Your Habits Are Only as Strong as Your Worst Day | Daily Essay 92 92 Your Habits Are Only as Strong as Your Worst Day | Daily Essay full c4f54797-5354-43e4-8ce1-a6c25f444c1c https://share.transistor.fm/s/9e84d946 A habit set on a single target snaps the first hard week. Set each habit on a range instead, with a floor low enough to clear on your worst day, and the streak bends rather than breaks. Fibonacci bands turn one number into three states: floor, normal and stretch.

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]]> A habit set on a single target snaps the first hard week. Set each habit on a range instead, with a floor low enough to clear on your worst day, and the streak bends rather than breaks. Fibonacci bands turn one number into three states: floor, normal and stretch.

Featuring: Mike Tyson

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]]> Tue, 23 Jun 2026 14:30:41 -0700 Dru Riley Watch on YouTube Dru Riley 126 A habit set on a single target snaps the first hard week. Set each habit on a range instead, with a floor low enough to clear on your worst day, and the streak bends rather than breaks. Fibonacci bands turn one number into three states: floor, normal and stretch. A habit set on a single target snaps the first hard week. Set each habit on a range instead, with a floor low enough to clear on your worst day, and the streak bends rather than breaks. Fibonacci bands turn one number into three states: floor, normal and mike tyson, habits, strong No Dru Riley Mike Tyson My Cold Shower Got Better. My Business Didn't. | Daily Essay 91 91 My Cold Shower Got Better. My Business Didn't. | Daily Essay full eef05cf5-57b0-4575-8638-c75645603b1f https://share.transistor.fm/s/dfb889ec I made my cold shower longer for months while my business barely grew. The willpower I poured into a habit that already worked was willpower the bottleneck never got.

Featuring: Cal Newport, Eliyahu M. Goldratt

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]]> I made my cold shower longer for months while my business barely grew. The willpower I poured into a habit that already worked was willpower the bottleneck never got.

Featuring: Cal Newport, Eliyahu M. Goldratt

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]]> Mon, 22 Jun 2026 15:41:22 -0700 Dru Riley Watch on YouTube Dru Riley 59 I made my cold shower longer for months while my business barely grew. The willpower I poured into a habit that already worked was willpower the bottleneck never got. I made my cold shower longer for months while my business barely grew. The willpower I poured into a habit that already worked was willpower the bottleneck never got. cal newport, eliyahu m. goldratt, cold, shower, business, didn't No Dru Riley Eliyahu M. Goldratt Cal Newport An AI Named the One Trait That Predicts Success | Daily Essay 90 90 An AI Named the One Trait That Predicts Success | Daily Essay full 9204d38e-fdc3-445b-9b9a-2c33c7872ec0 https://share.transistor.fm/s/359ca5bb An AI, asked what separates the ultra successful, named tolerance for ambiguity. Most people resolve the not-knowing too early and call it prudence. Running experiments daily is how you train the opposite.

Featuring: Mark Cuban

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]]> An AI, asked what separates the ultra successful, named tolerance for ambiguity. Most people resolve the not-knowing too early and call it prudence. Running experiments daily is how you train the opposite.

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]]> Sun, 21 Jun 2026 12:50:33 -0700 Dru Riley Watch on YouTube Dru Riley 78 An AI, asked what separates the ultra successful, named tolerance for ambiguity. Most people resolve the not-knowing too early and call it prudence. Running experiments daily is how you train the opposite. An AI, asked what separates the ultra successful, named tolerance for ambiguity. Most people resolve the not-knowing too early and call it prudence. Running experiments daily is how you train the opposite. mark cuban, named, trait, predicts, success No Dru Riley Mark Cuban Centralize or Decentralize: How to Actually Decide | Daily Essay 89 89 Centralize or Decentralize: How to Actually Decide | Daily Essay full 0b384666-56a3-4055-acca-ce6f136f7fad https://share.transistor.fm/s/65e32199 A jellyfish survives 500 million years with no brain, every decision made at the edge. Where decisions should live, at the edge or in a center, decides whether an organization wins.

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]]> A jellyfish survives 500 million years with no brain, every decision made at the edge. Where decisions should live, at the edge or in a center, decides whether an organization wins.

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]]> Sat, 20 Jun 2026 10:40:32 -0700 Dru Riley Watch on YouTube Dru Riley 162 A jellyfish survives 500 million years with no brain, every decision made at the edge. Where decisions should live, at the edge or in a center, decides whether an organization wins. A jellyfish survives 500 million years with no brain, every decision made at the edge. Where decisions should live, at the edge or in a center, decides whether an organization wins. stanley mcchrystal, centralize, decentralize, decide No Dru Riley Stanley McChrystal How to Make Hard Decisions When You Already Know | Daily Essay 88 88 How to Make Hard Decisions When You Already Know | Daily Essay full 6c9227c0-6f17-4a8b-84ca-694f87d5e6f1 https://share.transistor.fm/s/a85588b5 A poker trainer hands you the right move in a fraction of a second. Pulling the trigger is the hard part. Knowing the expected value was never the blocker. Nerve is.

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]]> A poker trainer hands you the right move in a fraction of a second. Pulling the trigger is the hard part. Knowing the expected value was never the blocker. Nerve is.

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]]> Fri, 19 Jun 2026 14:44:41 -0700 Dru Riley Watch on YouTube Dru Riley 92 A poker trainer hands you the right move in a fraction of a second. Pulling the trigger is the hard part. Knowing the expected value was never the blocker. Nerve is. A poker trainer hands you the right move in a fraction of a second. Pulling the trigger is the hard part. Knowing the expected value was never the blocker. Nerve is. ali abdaal, hard, decisions No Dru Riley Ali Abdaal How to Attract the Right Clients With Your Price | Daily Essay 87 87 How to Attract the Right Clients With Your Price | Daily Essay full ed44cd3c-7c9f-437b-aef8-55156c0e0f12 https://share.transistor.fm/s/ef6e1ada Cutting the price of Trends Pro changed who signed up. Support rose, engagement thinned, the room shifted. Raising the price back filtered for people who arrived ready. Price selects your market before anyone reaches your inbox.

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]]> Cutting the price of Trends Pro changed who signed up. Support rose, engagement thinned, the room shifted. Raising the price back filtered for people who arrived ready. Price selects your market before anyone reaches your inbox.

Featuring: Seth Godin

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]]> Thu, 18 Jun 2026 16:50:52 -0700 Dru Riley Watch on YouTube Dru Riley 100 Cutting the price of Trends Pro changed who signed up. Support rose, engagement thinned, the room shifted. Raising the price back filtered for people who arrived ready. Price selects your market before anyone reaches your inbox. Cutting the price of Trends Pro changed who signed up. Support rose, engagement thinned, the room shifted. Raising the price back filtered for people who arrived ready. Price selects your market before anyone reaches your inbox. seth godin, attract, clients, price No Dru Riley Seth Godin Customer Lifetime Value: What ConvertKit Got Wrong | Daily Essay 86 86 Customer Lifetime Value: What ConvertKit Got Wrong | Daily Essay full 36fb9b9f-53e0-4a48-8e54-77ef65f23baa https://share.transistor.fm/s/3b07a32c ConvertKit auto-upgraded my bill the hour my list crossed a tier, then held the higher price when it dropped back under. Their own logs later admitted about $936 in overcharges across eight months. The math from the vendor's side is the real story.

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]]> ConvertKit auto-upgraded my bill the hour my list crossed a tier, then held the higher price when it dropped back under. Their own logs later admitted about $936 in overcharges across eight months. The math from the vendor's side is the real story.

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]]> Wed, 17 Jun 2026 16:09:02 -0700 Dru Riley Watch on YouTube Dru Riley 167 ConvertKit auto-upgraded my bill the hour my list crossed a tier, then held the higher price when it dropped back under. Their own logs later admitted about $936 in overcharges across eight months. The math from the vendor's side is the real story. ConvertKit auto-upgraded my bill the hour my list crossed a tier, then held the higher price when it dropped back under. Their own logs later admitted about $936 in overcharges across eight months. The math from the vendor's side is the real story. customer, lifetime, value, convertkit No Dru Riley How to Adapt to Change Fast Enough | Daily Essay 85 85 How to Adapt to Change Fast Enough | Daily Essay full 5d522dfe-b321-4858-8728-75c3f850cf20 https://share.transistor.fm/s/11202c0c For years I built businesses that went nowhere. Then one took off, once I held a daily floor of experiments. Below the floor your work falls behind a drifting world. Above it, it compounds.

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]]> For years I built businesses that went nowhere. Then one took off, once I held a daily floor of experiments. Below the floor your work falls behind a drifting world. Above it, it compounds.

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]]> Tue, 16 Jun 2026 19:35:02 -0700 Dru Riley Watch on YouTube Dru Riley 126 For years I built businesses that went nowhere. Then one took off, once I held a daily floor of experiments. Below the floor your work falls behind a drifting world. Above it, it compounds. For years I built businesses that went nowhere. Then one took off, once I held a daily floor of experiments. Below the floor your work falls behind a drifting world. Above it, it compounds. octavia e. butler, adapt, change, fast, enough No Dru Riley Octavia E. Butler Consistency Over Intensity: What Pushing Harder Costs | Daily Essay 84 84 Consistency Over Intensity: What Pushing Harder Costs | Daily Essay full 3ed994a5-bb52-4cdd-9e84-f57d27dcc210 https://share.transistor.fm/s/4c7ff196 Pushing one habit harder than it needs steals from the habits still below the line. The durable move is the smallest version that still compounds.

Featuring: Morgan Housel, Joe Rogan, Firas Zahabi, William Morris

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]]> Pushing one habit harder than it needs steals from the habits still below the line. The durable move is the smallest version that still compounds.

Featuring: Morgan Housel, Joe Rogan, Firas Zahabi, William Morris

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]]> Mon, 15 Jun 2026 16:42:11 -0700 Dru Riley Watch on YouTube Dru Riley 125 Pushing one habit harder than it needs steals from the habits still below the line. The durable move is the smallest version that still compounds. Pushing one habit harder than it needs steals from the habits still below the line. The durable move is the smallest version that still compounds. morgan housel, joe rogan, firas zahabi, william morris, consistency, intensity, pushing, harder, costs No Dru Riley Morgan Housel William Morris Joe Rogan Firas Zahabi Think on Paper to Keep Your Principles Sharp | Daily Essay 83 83 Think on Paper to Keep Your Principles Sharp | Daily Essay full d6a3c65c-545c-464d-892e-50c5ef53e8f7 https://share.transistor.fm/s/089c7706 After a month without rewriting my principles by hand, the impulses they keep in check started winning. Copying them onto a fresh page each week is what keeps hard-won lessons from fading.

Featuring: Ali Abdaal, Marcus Aurelius

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]]> After a month without rewriting my principles by hand, the impulses they keep in check started winning. Copying them onto a fresh page each week is what keeps hard-won lessons from fading.

Featuring: Ali Abdaal, Marcus Aurelius

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]]> Sun, 14 Jun 2026 10:07:39 -0700 Dru Riley Watch on YouTube Dru Riley 53 After a month without rewriting my principles by hand, the impulses they keep in check started winning. Copying them onto a fresh page each week is what keeps hard-won lessons from fading. After a month without rewriting my principles by hand, the impulses they keep in check started winning. Copying them onto a fresh page each week is what keeps hard-won lessons from fading. ali abdaal, marcus aurelius, paper, principles, sharp No Dru Riley Ali Abdaal Marcus Aurelius Get More Done by Counting What You Finish | Daily Essay 82 82 Get More Done by Counting What You Finish | Daily Essay full be6ada33-f0d6-4704-8715-e6b05e658200 https://share.transistor.fm/s/576494b4 I count my output by what I finish, not the hours I sit. Flannery O'Connor watched the clock; Stephen King counted words. A 17-day launch burnout taught me which one to trust.

Featuring: Maya Angelou, Linus Torvalds, Stephen King, Graham Greene, Thomas Frank

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]]> I count my output by what I finish, not the hours I sit. Flannery O'Connor watched the clock; Stephen King counted words. A 17-day launch burnout taught me which one to trust.

Featuring: Maya Angelou, Linus Torvalds, Stephen King, Graham Greene, Thomas Frank

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]]> Sat, 13 Jun 2026 10:08:29 -0700 Dru Riley Watch on YouTube Dru Riley 62 I count my output by what I finish, not the hours I sit. Flannery O'Connor watched the clock; Stephen King counted words. A 17-day launch burnout taught me which one to trust. I count my output by what I finish, not the hours I sit. Flannery O'Connor watched the clock; Stephen King counted words. A 17-day launch burnout taught me which one to trust. maya angelou, linus torvalds, stephen king, graham greene, thomas frank, done, counting, finish No Dru Riley Graham Greene Maya Angelou Linus Torvalds Stephen King Thomas Frank Analysis Paralysis Is a Bundling Problem | Daily Essay 81 81 Analysis Paralysis Is a Bundling Problem | Daily Essay full 3b81e02e-8275-490a-9651-bb094faab227 https://share.transistor.fm/s/0717e0e2 Most plans stall because several separate problems got bundled into one decision. Split them, ship the piece that stands alone and the freeze breaks.

Featuring: Publilius Syrus

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]]> Most plans stall because several separate problems got bundled into one decision. Split them, ship the piece that stands alone and the freeze breaks.

Featuring: Publilius Syrus

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]]> Fri, 12 Jun 2026 10:01:46 -0700 Dru Riley Watch on YouTube Dru Riley 188 Most plans stall because several separate problems got bundled into one decision. Split them, ship the piece that stands alone and the freeze breaks. Most plans stall because several separate problems got bundled into one decision. Split them, ship the piece that stands alone and the freeze breaks. publilius syrus, analysis, paralysis, bundling, problem No Dru Riley Publilius Syrus I Stopped Taking Rest Days. The Binges Started. | Daily Essay 80 80 I Stopped Taking Rest Days. The Binges Started. | Daily Essay full 312e5395-7128-4b20-ab07-cf0feafa7143 https://share.transistor.fm/s/d6cc5ce4 I made the case for cutting rest days. Then the binges started: every two weeks or so, a Thursday ending at 3am, with the brain collecting the rest I refused to schedule.

Featuring: Anne Lamott

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]]> I made the case for cutting rest days. Then the binges started: every two weeks or so, a Thursday ending at 3am, with the brain collecting the rest I refused to schedule.

Featuring: Anne Lamott

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]]> Thu, 11 Jun 2026 10:22:33 -0700 Dru Riley Watch on YouTube Dru Riley 166 I made the case for cutting rest days. Then the binges started: every two weeks or so, a Thursday ending at 3am, with the brain collecting the rest I refused to schedule. I made the case for cutting rest days. Then the binges started: every two weeks or so, a Thursday ending at 3am, with the brain collecting the rest I refused to schedule. anne lamott, taking, rest, binges No Dru Riley Anne Lamott How to Get Startup Ideas: Build the "Dumb" One First | Daily Essay 79 79 How to Get Startup Ideas: Build the "Dumb" One First | Daily Essay full 1f4e1947-c946-4d69-906b-379cb124e624 https://share.transistor.fm/s/c3946423 The great idea shows up after you start. Build the "dumb" one and the problems you hit along the way become your next products.

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]]> The great idea shows up after you start. Build the "dumb" one and the problems you hit along the way become your next products.

Featuring: Paul Graham, Marc Lou

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]]> Wed, 10 Jun 2026 13:27:42 -0700 Dru Riley Watch on YouTube Dru Riley 101 The great idea shows up after you start. Build the "dumb" one and the problems you hit along the way become your next products. The great idea shows up after you start. Build the "dumb" one and the problems you hit along the way become your next products. paul graham, marc lou, startup, ideas, build, dumb No Dru Riley Marc Lou Paul Graham Why Comfort Will Ruin Your Life: The Turkey Problem | Daily Essay 78 78 Why Comfort Will Ruin Your Life: The Turkey Problem | Daily Essay full ba591732-ba5b-4b9d-bd4a-3d8aa33ed440 https://share.transistor.fm/s/2720defe One day the turkey wakes up and it's Thanksgiving. Comfort feels like safety, but it lets risk pile up quietly until it hits all at once. The fix is to take small risks on purpose, while a miss still costs little.

Featuring: Nassim Nicholas Taleb, Helen Keller

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]]> One day the turkey wakes up and it's Thanksgiving. Comfort feels like safety, but it lets risk pile up quietly until it hits all at once. The fix is to take small risks on purpose, while a miss still costs little.

Featuring: Nassim Nicholas Taleb, Helen Keller

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]]> Tue, 09 Jun 2026 07:06:53 -0700 Dru Riley Watch on YouTube Dru Riley 127 One day the turkey wakes up and it's Thanksgiving. Comfort feels like safety, but it lets risk pile up quietly until it hits all at once. The fix is to take small risks on purpose, while a miss still costs little. One day the turkey wakes up and it's Thanksgiving. Comfort feels like safety, but it lets risk pile up quietly until it hits all at once. The fix is to take small risks on purpose, while a miss still costs little. nassim nicholas taleb, helen keller, comfort, ruin, turkey, problem No Dru Riley Nassim Nicholas Taleb Helen Keller To Achieve Your Goals, Aim at Your Habits | Daily Essay 77 77 To Achieve Your Goals, Aim at Your Habits | Daily Essay full 7a5bf23d-ca64-4280-b9ca-8a1bf883e844 https://share.transistor.fm/s/ef709d29 A goal doesn't have a hurdle rate. Habits do. Break the goal into the habits that feed it. Find each one's input level. Make experimenting the habit that carries you when the destination is uncertain.

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]]> A goal doesn't have a hurdle rate. Habits do. Break the goal into the habits that feed it. Find each one's input level. Make experimenting the habit that carries you when the destination is uncertain.

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]]> Mon, 08 Jun 2026 14:38:53 -0700 Dru Riley Watch on YouTube Dru Riley 118 A goal doesn't have a hurdle rate. Habits do. Break the goal into the habits that feed it. Find each one's input level. Make experimenting the habit that carries you when the destination is uncertain. A goal doesn't have a hurdle rate. Habits do. Break the goal into the habits that feed it. Find each one's input level. Make experimenting the habit that carries you when the destination is uncertain. achieve, goals, aim, habits No Dru Riley Fail Fast, Fail Often: My 1-in-20 Hit Rate | Daily Essay 76 76 Fail Fast, Fail Often: My 1-in-20 Hit Rate | Daily Essay full b6ed7252-c78d-423b-9a31-f6d9f554eae5 https://share.transistor.fm/s/e0c21db7 Most experiments fail, and that's the point. About 1 in 20 becomes a material win that keeps paying, and you can't tell which before you run it. So run more.

Featuring: Peter Lynch

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]]> Most experiments fail, and that's the point. About 1 in 20 becomes a material win that keeps paying, and you can't tell which before you run it. So run more.

Featuring: Peter Lynch

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]]> Sun, 07 Jun 2026 11:05:23 -0700 Dru Riley Watch on YouTube Dru Riley 67 Most experiments fail, and that's the point. About 1 in 20 becomes a material win that keeps paying, and you can't tell which before you run it. So run more. Most experiments fail, and that's the point. About 1 in 20 becomes a material win that keeps paying, and you can't tell which before you run it. So run more. peter lynch, fail, fast, often, hit, rate No Dru Riley Peter Lynch Why Achieving Goals Doesn't Make You Happy | Daily Essay 75 75 Why Achieving Goals Doesn't Make You Happy | Daily Essay full 6fdef097-af5d-4390-8a61-5fb3ff085421 https://share.transistor.fm/s/47fb8387 You hit the goal and the win fades by tomorrow. The target was never fixed: reach it and you want the next one. Chess ratings and jiu-jitsu belts turn out to be the same trap in different clothing.

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]]> You hit the goal and the win fades by tomorrow. The target was never fixed: reach it and you want the next one. Chess ratings and jiu-jitsu belts turn out to be the same trap in different clothing.

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]]> Sat, 06 Jun 2026 06:48:13 -0700 Dru Riley Watch on YouTube Dru Riley 73 You hit the goal and the win fades by tomorrow. The target was never fixed: reach it and you want the next one. Chess ratings and jiu-jitsu belts turn out to be the same trap in different clothing. You hit the goal and the win fades by tomorrow. The target was never fixed: reach it and you want the next one. Chess ratings and jiu-jitsu belts turn out to be the same trap in different clothing. jay shetty, achieving, goals, doesn't, happy No Dru Riley Jay Shetty Turning Failure Into Success: 7,000 Subs, Zero Sales | Daily Essay 74 74 Turning Failure Into Success: 7,000 Subs, Zero Sales | Daily Essay full 0b18bd98-94e0-4c3b-831b-ddebc27edb55 https://share.transistor.fm/s/ac594cfb A pre-sell to 7,000 subscribers got zero sales. The failure forced a free-plus-upgrade model that broke a three-year income drought and became Trends.vc. The target I missed was smaller than what the miss handed me.

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]]> A pre-sell to 7,000 subscribers got zero sales. The failure forced a free-plus-upgrade model that broke a three-year income drought and became Trends.vc. The target I missed was smaller than what the miss handed me.

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]]> Fri, 05 Jun 2026 11:41:27 -0700 Dru Riley Watch on YouTube Dru Riley 102 A pre-sell to 7,000 subscribers got zero sales. The failure forced a free-plus-upgrade model that broke a three-year income drought and became Trends.vc. The target I missed was smaller than what the miss handed me. A pre-sell to 7,000 subscribers got zero sales. The failure forced a free-plus-upgrade model that broke a three-year income drought and became Trends.vc. The target I missed was smaller than what the miss handed me. dwight d. eisenhower, turning, failure, success, subs, zero, sales No Dru Riley Dwight D. Eisenhower Don't Hard-Code Trauma: How to Let Go of the Past | Daily Essay 73 73 Don't Hard-Code Trauma: How to Let Go of the Past | Daily Essay full 41ee3b0a-c74b-41b0-8eb9-98344e57a792 https://share.transistor.fm/s/c1e05ed2 A fraud alert in a foreign country almost became a permanent rule. The real fix was a backup card. Most bad experiences don't deserve a lifetime policy.

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]]> A fraud alert in a foreign country almost became a permanent rule. The real fix was a backup card. Most bad experiences don't deserve a lifetime policy.

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]]> Thu, 04 Jun 2026 19:51:02 -0700 Dru Riley Watch on YouTube Dru Riley 104 A fraud alert in a foreign country almost became a permanent rule. The real fix was a backup card. Most bad experiences don't deserve a lifetime policy. A fraud alert in a foreign country almost became a permanent rule. The real fix was a backup card. Most bad experiences don't deserve a lifetime policy. toni morrison, don't, hard, code, trauma, past No Dru Riley Toni Morrison Not All Trade-Offs Are Real | Daily Essay 72 72 Not All Trade-Offs Are Real | Daily Essay full 1a618959-6950-4ec4-9e0a-5d1735684b29 https://share.transistor.fm/s/3bd7bc52 I cut from two operations days a week to one and watched email slow down while support got faster. That gap exposed a trade-off that was never real, and a way through it.

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]]> I cut from two operations days a week to one and watched email slow down while support got faster. That gap exposed a trade-off that was never real, and a way through it.

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]]> Wed, 03 Jun 2026 19:34:14 -0700 Dru Riley Watch on YouTube Dru Riley 93 I cut from two operations days a week to one and watched email slow down while support got faster. That gap exposed a trade-off that was never real, and a way through it. I cut from two operations days a week to one and watched email slow down while support got faster. That gap exposed a trade-off that was never real, and a way through it. george bernard shaw, trade-offs, optimization, operations, trade, offs No Dru Riley George Bernard Shaw Why Smart People Stay Broke | Daily Essay 71 71 Why Smart People Stay Broke | Daily Essay full ce97dc07-1cea-4bf5-b351-da86af4d85b0 https://share.transistor.fm/s/a5ef5846 There are two ways to be careful with money. One group tracks what they pay. The other tracks what they get back. Only one builds wealth.

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]]> There are two ways to be careful with money. One group tracks what they pay. The other tracks what they get back. Only one builds wealth.

Featuring: Henry David Thoreau

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]]> Tue, 02 Jun 2026 14:56:46 -0700 Dru Riley Watch on YouTube Dru Riley 58 There are two ways to be careful with money. One group tracks what they pay. The other tracks what they get back. Only one builds wealth. There are two ways to be careful with money. One group tracks what they pay. The other tracks what they get back. Only one builds wealth. henry david thoreau, smart, stay, broke No Dru Riley Henry David Thoreau Your Morning Habits Work. The Order Doesn't. | Daily Essay 70 70 Your Morning Habits Work. The Order Doesn't. | Daily Essay full dfdec9d6-0d49-462e-b670-b508717420d6 https://share.transistor.fm/s/5cb71fd3 I drank tea before I meditated and the day went sideways. The habits were identical. Only the order changed.

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]]> I drank tea before I meditated and the day went sideways. The habits were identical. Only the order changed.

Featuring: Tom Ford

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]]> Mon, 01 Jun 2026 14:28:31 -0700 Dru Riley Watch on YouTube Dru Riley 36 I drank tea before I meditated and the day went sideways. The habits were identical. Only the order changed. I drank tea before I meditated and the day went sideways. The habits were identical. Only the order changed. tom ford, morning, habits, order, doesn't No Dru Riley Tom Ford Don't Hate the Player, Hate the Niche | Daily Essay 69 69 Don't Hate the Player, Hate the Niche | Daily Essay full b207bf82-acbc-4b04-abc9-bfa52fe3de5e https://share.transistor.fm/s/91eeab31 The anger you aim at a public figure is aimed at the wrong target. The role was open and the pay was good, so someone was going to take it. The person is replaceable. The game stays.

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]]> The anger you aim at a public figure is aimed at the wrong target. The role was open and the pay was good, so someone was going to take it. The person is replaceable. The game stays.

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]]> Sun, 31 May 2026 15:50:35 -0700 Dru Riley Watch on YouTube Dru Riley 29 The anger you aim at a public figure is aimed at the wrong target. The role was open and the pay was good, so someone was going to take it. The person is replaceable. The game stays. The anger you aim at a public figure is aimed at the wrong target. The role was open and the pay was good, so someone was going to take it. The person is replaceable. The game stays. don't, hate, player, niche No Dru Riley How to Get Good Ideas | Daily Essay 68 68 How to Get Good Ideas | Daily Essay full 12163fbc-5ae7-4f13-a8be-5d798ae88bcc https://share.transistor.fm/s/3058eabb A single curious question became Multi and the biggest payoff of my year. You can't tell how much an experiment will pay off before you run it, so run more of them.

Featuring: Toni Morrison, Steve Jobs, Warren Buffett, Steven Johnson

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]]> A single curious question became Multi and the biggest payoff of my year. You can't tell how much an experiment will pay off before you run it, so run more of them.

Featuring: Toni Morrison, Steve Jobs, Warren Buffett, Steven Johnson

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]]> Sat, 30 May 2026 15:06:55 -0700 Dru Riley Watch on YouTube Dru Riley 60 A single curious question became Multi and the biggest payoff of my year. You can't tell how much an experiment will pay off before you run it, so run more of them. A single curious question became Multi and the biggest payoff of my year. You can't tell how much an experiment will pay off before you run it, so run more of them. toni morrison, steve jobs, warren buffett, steven johnson, ideas No Dru Riley Warren Buffett Steve Jobs Steven Johnson Toni Morrison Why Good Habits Get Boring | Daily Essay 67 67 Why Good Habits Get Boring | Daily Essay full 964b8ff8-eb8a-4eb8-bd31-1a2471b61e8d https://share.transistor.fm/s/92d79091 Day one of a habit is an inertia problem. Day 89 is a boredom problem. The challenge changes as a habit ages, and naming the level you're on tells you which fight you're actually in.

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]]> Day one of a habit is an inertia problem. Day 89 is a boredom problem. The challenge changes as a habit ages, and naming the level you're on tells you which fight you're actually in.

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]]> Fri, 29 May 2026 16:43:20 -0700 Dru Riley Watch on YouTube Dru Riley 60 Day one of a habit is an inertia problem. Day 89 is a boredom problem. The challenge changes as a habit ages, and naming the level you're on tells you which fight you're actually in. Day one of a habit is an inertia problem. Day 89 is a boredom problem. The challenge changes as a habit ages, and naming the level you're on tells you which fight you're actually in. angela duckworth, habits, boring No Dru Riley Angela Duckworth The One Minute Rule for Habits That Stick | Daily Essay 66 66 The One Minute Rule for Habits That Stick | Daily Essay full 067f0f76-aec1-4bea-ae78-009641b3f187 https://share.transistor.fm/s/d3408365 Three weeks of planning a habit I never started. The first step felt too steep. I set a timer for one minute, worked on the launch, and did it again the next day.

Featuring: Octavia Butler

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]]> Three weeks of planning a habit I never started. The first step felt too steep. I set a timer for one minute, worked on the launch, and did it again the next day.

Featuring: Octavia Butler

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]]> Thu, 28 May 2026 17:20:02 -0700 Dru Riley Watch on YouTube Dru Riley 53 Three weeks of planning a habit I never started. The first step felt too steep. I set a timer for one minute, worked on the launch, and did it again the next day. Three weeks of planning a habit I never started. The first step felt too steep. I set a timer for one minute, worked on the launch, and did it again the next day. octavia butler, rule, habits, stick No Dru Riley Octavia Butler Warren Buffett's Ovarian Lottery: Are You Born Lucky? | Daily Essay 65 65 Warren Buffett's Ovarian Lottery: Are You Born Lucky? | Daily Essay full 1882065b-7ca7-4a58-8729-ae280b352248 https://share.transistor.fm/s/2e8827dc John Rawls wrote a thought experiment about the original position. Imagine you're behind a veil, about to be born, but you don't know where.

Featuring: Warren Buffett, Frederick Douglass, John Rawls

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]]> John Rawls wrote a thought experiment about the original position. Imagine you're behind a veil, about to be born, but you don't know where.

Featuring: Warren Buffett, Frederick Douglass, John Rawls

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]]> Wed, 27 May 2026 12:06:19 -0700 Dru Riley Watch on YouTube Dru Riley 43 John Rawls wrote a thought experiment about the original position. Imagine you're behind a veil, about to be born, but you don't know where. John Rawls wrote a thought experiment about the original position. Imagine you're behind a veil, about to be born, but you don't know where. warren buffett, frederick douglass, john rawls, warren, buffett, ovarian, lottery, born, lucky No Dru Riley Frederick Douglass Warren Buffett John Rawls Consistent But No Progress? It's the Hurdle Rate | Daily Essay 64 64 Consistent But No Progress? It's the Hurdle Rate | Daily Essay full d876b19f-c11e-49ff-8da9-03f2bd5809e5 https://share.transistor.fm/s/2a31e0f8 You can be consistent and still be dying. Every habit has a hurdle rate: the minimum input it needs to clear the entropy working against it. Show up below the rate and you lose ground daily, even while the streak holds.

Featuring: Lewis Carroll

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]]> You can be consistent and still be dying. Every habit has a hurdle rate: the minimum input it needs to clear the entropy working against it. Show up below the rate and you lose ground daily, even while the streak holds.

Featuring: Lewis Carroll

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]]> Tue, 26 May 2026 13:23:26 -0700 Dru Riley Watch on YouTube Dru Riley 72 You can be consistent and still be dying. Every habit has a hurdle rate: the minimum input it needs to clear the entropy working against it. Show up below the rate and you lose ground daily, even while the streak holds. You can be consistent and still be dying. Every habit has a hurdle rate: the minimum input it needs to clear the entropy working against it. Show up below the rate and you lose ground daily, even while the streak holds. lewis carroll, consistent, progress, hurdle, rate No Dru Riley Lewis Carroll How to Make Habits Stick When Life Pushes Back | Daily Essay 63 63 How to Make Habits Stick When Life Pushes Back | Daily Essay full d567dc0d-0777-4bf3-b504-7e353dabbefe https://share.transistor.fm/s/166a8720 I ran for half an hour and ten minutes became my new normal. Most habits break because the daily target has no room above it. Put the habit on a range with a floor and a ceiling, and the ceiling buys the buffer that keeps the habit alive on bad days.

Featuring: Alexander Suvorov

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]]> I ran for half an hour and ten minutes became my new normal. Most habits break because the daily target has no room above it. Put the habit on a range with a floor and a ceiling, and the ceiling buys the buffer that keeps the habit alive on bad days.

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]]> Mon, 25 May 2026 12:23:13 -0700 Dru Riley Watch on YouTube Dru Riley 51 I ran for half an hour and ten minutes became my new normal. Most habits break because the daily target has no room above it. Put the habit on a range with a floor and a ceiling, and the ceiling buys the buffer that keeps the habit alive on bad days. I ran for half an hour and ten minutes became my new normal. Most habits break because the daily target has no room above it. Put the habit on a range with a floor and a ceiling, and the ceiling buys the buffer that keeps the habit alive on bad days. alexander suvorov, habits, stick, pushes No Dru Riley Alexander Suvorov Substitute, Don't Subtract: How to Break a Habit | Daily Essay 62 62 Substitute, Don't Subtract: How to Break a Habit | Daily Essay full 0c11a945-8942-4798-8d6c-dfedb4eb346f https://share.transistor.fm/s/2381e9bb Every rule I set to stop scrolling at night broke until I added jazz. Imperfect substitution beats failed abstinence because it leaves you with progress while pure willpower leaves you with nothing.

Featuring: Mark Twain

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]]> Every rule I set to stop scrolling at night broke until I added jazz. Imperfect substitution beats failed abstinence because it leaves you with progress while pure willpower leaves you with nothing.

Featuring: Mark Twain

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]]> Sun, 24 May 2026 14:33:30 -0700 Dru Riley Watch on YouTube Dru Riley 79 Every rule I set to stop scrolling at night broke until I added jazz. Imperfect substitution beats failed abstinence because it leaves you with progress while pure willpower leaves you with nothing. Every rule I set to stop scrolling at night broke until I added jazz. Imperfect substitution beats failed abstinence because it leaves you with progress while pure willpower leaves you with nothing. mark twain, substitute, don't, subtract, break, habit No Dru Riley Mark Twain Engineered Addiction: Why I Deleted the App | Daily Essay 61 61 Engineered Addiction: Why I Deleted the App | Daily Essay full f2bcbdac-cf75-413f-bb1e-d4d16fce497b https://share.transistor.fm/s/9b83416f I sat down to play one game of chess. Twelve hours later, I deleted the app.

Featuring: Tristan Harris, Sean Parker, Reed Hastings

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]]> I sat down to play one game of chess. Twelve hours later, I deleted the app.

Featuring: Tristan Harris, Sean Parker, Reed Hastings

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]]> Sat, 23 May 2026 14:44:45 -0700 Dru Riley Watch on YouTube Dru Riley 119 I sat down to play one game of chess. Twelve hours later, I deleted the app. I sat down to play one game of chess. Twelve hours later, I deleted the app. tristan harris, sean parker, reed hastings, engineered, addiction, deleted, app No Dru Riley Tristan Harris Reed Hastings Sean Parker Habits of Great Writers, Founders and Investors | Daily Essay 60 60 Habits of Great Writers, Founders and Investors | Daily Essay full f7b75082-cb6e-4c27-a513-7f437a73cb33 https://share.transistor.fm/s/3463f92f Great operators run two stacks every day: the work stack and the distribution stack. This episode maps how writers, founders and investors build both, and why one stack alone leaves great work unseen.

Featuring: Haruki Murakami, Ernest Hemingway, Toni Morrison, Charles Darwin, Benjamin Franklin, Ray Dalio, Sara Blakely, Howard Marks, Maya Angelou, Yvon Chouinard, Brian Chesky, Naval Ravikant, Jack Dorsey, Tim Ferriss, Marc Andreessen, Cal Newport, Patrick Collison, Peter Thiel, Austin Kleon, Pieter Levels, Tyler Cowen, Ryan Holiday, Casey Neistat, Paul Graham, Warren Buffett, Steve Jobs, Hayao Miyazaki, Stephen King, David Lynch, Mason Currey

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]]> Great operators run two stacks every day: the work stack and the distribution stack. This episode maps how writers, founders and investors build both, and why one stack alone leaves great work unseen.

Featuring: Haruki Murakami, Ernest Hemingway, Toni Morrison, Charles Darwin, Benjamin Franklin, Ray Dalio, Sara Blakely, Howard Marks, Maya Angelou, Yvon Chouinard, Brian Chesky, Naval Ravikant, Jack Dorsey, Tim Ferriss, Marc Andreessen, Cal Newport, Patrick Collison, Peter Thiel, Austin Kleon, Pieter Levels, Tyler Cowen, Ryan Holiday, Casey Neistat, Paul Graham, Warren Buffett, Steve Jobs, Hayao Miyazaki, Stephen King, David Lynch, Mason Currey

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]]> Fri, 22 May 2026 13:36:29 -0700 Dru Riley Watch on YouTube Dru Riley 388 Great operators run two stacks every day: the work stack and the distribution stack. This episode maps how writers, founders and investors build both, and why one stack alone leaves great work unseen. Great operators run two stacks every day: the work stack and the distribution stack. This episode maps how writers, founders and investors build both, and why one stack alone leaves great work unseen. haruki murakami, ernest hemingway, toni morrison, charles darwin, benjamin franklin, ray dalio, sara blakely, howard marks, maya angelou, yvon chouinard, brian chesky, naval ravikant, jack dorsey, tim ferriss, marc andreessen, cal newport, patrick collison, peter thiel, austin kleon, pieter levels, tyler cowen, ryan holiday, casey neistat, paul graham, warren buffett, steve jobs, hayao miyazaki, stephen king, david lynch, mason currey, habits, great, writers, founders, investors No Dru Riley Charles Darwin Howard Marks Brian Chesky Peter Thiel Yvon Chouinard Patrick Collison Maya Angelou Paul Graham Warren Buffett Steve Jobs Hayao Miyazaki Marc Andreessen Ryan Holiday Stephen King Mason Currey Sara Blakely Jack Dorsey Tim Ferriss David Lynch Benjamin Franklin Haruki Murakami Pieter Levels Tyler Cowen Casey Neistat Ernest Hemingway Toni Morrison Ray Dalio Naval Ravikant Cal Newport Austin Kleon What a Mastermind Group Actually Does | Daily Essay 59 59 What a Mastermind Group Actually Does | Daily Essay full a4e05c2a-9dd4-48d6-b492-24d0392e9366 https://share.transistor.fm/s/501435fd Three years of zero income ended in two hours because someone in a room saw what I couldn't. The five things a mastermind does that solo work can't replicate.

Featuring: Jim Rohn

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]]> Three years of zero income ended in two hours because someone in a room saw what I couldn't. The five things a mastermind does that solo work can't replicate.

Featuring: Jim Rohn

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]]> Thu, 21 May 2026 15:09:58 -0700 Dru Riley Watch on YouTube Dru Riley 101 Three years of zero income ended in two hours because someone in a room saw what I couldn't. The five things a mastermind does that solo work can't replicate. Three years of zero income ended in two hours because someone in a room saw what I couldn't. The five things a mastermind does that solo work can't replicate. jim rohn, mastermind, group No Dru Riley Jim Rohn Charlie Munger's Learning Machine (In Plain English) | Daily Essay 58 58 Charlie Munger's Learning Machine (In Plain English) | Daily Essay full 4edea631-ce1a-4bc2-8e2b-0dd29108bdc8 https://share.transistor.fm/s/b16a7b9c Charlie Munger said this when asked how to live a good life. Your learning rate is your investment rate.

Featuring: Charlie Munger

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]]> Charlie Munger said this when asked how to live a good life. Your learning rate is your investment rate.

Featuring: Charlie Munger

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]]> Wed, 20 May 2026 16:08:55 -0700 Dru Riley Watch on YouTube Dru Riley 67 Charlie Munger said this when asked how to live a good life. Your learning rate is your investment rate. Charlie Munger said this when asked how to live a good life. Your learning rate is your investment rate. charlie munger, charlie, munger, learning, machine, plain, english No Dru Riley Charlie Munger Don't Believe Everything You Think. Test It. | Daily Essay 57 57 Don't Believe Everything You Think. Test It. | Daily Essay full 5c938384-0128-46ee-971c-7ecede0363c4 https://share.transistor.fm/s/765fa9f6 For 15 years I believed meditation had to be the first thing after waking. One experiment with sun exposure dissolved that 15-year belief in 48 hours. The more experiments you run, the more fit you become to your environment, and the more accurate your model of the world.

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]]> For 15 years I believed meditation had to be the first thing after waking. One experiment with sun exposure dissolved that 15-year belief in 48 hours. The more experiments you run, the more fit you become to your environment, and the more accurate your model of the world.

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]]> Tue, 19 May 2026 16:28:18 -0700 Dru Riley Watch on YouTube Dru Riley 65 For 15 years I believed meditation had to be the first thing after waking. One experiment with sun exposure dissolved that 15-year belief in 48 hours. The more experiments you run, the more fit you become to your environment, and the more accurate your model of the world. For 15 years I believed meditation had to be the first thing after waking. One experiment with sun exposure dissolved that 15-year belief in 48 hours. The more experiments you run, the more fit you become to your environment, and the more accurate your mo experiments, bayesian, priors, decision-making, mental-models, don't, believe, test No Dru Riley 5 Things Chess Teaches Us About Life | Daily Essay 56 56 5 Things Chess Teaches Us About Life | Daily Essay full f930f031-c6ac-493f-b411-9db39956b3c8 https://share.transistor.fm/s/165d5462 I sat down to play one game of chess. Twelve hours later the day was gone. Five lessons from the board that run my work and my life.

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]]> I sat down to play one game of chess. Twelve hours later the day was gone. Five lessons from the board that run my work and my life.

Featuring: Benjamin Franklin

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]]> Mon, 18 May 2026 19:23:32 -0700 Dru Riley Watch on YouTube Dru Riley 157 I sat down to play one game of chess. Twelve hours later the day was gone. Five lessons from the board that run my work and my life. I sat down to play one game of chess. Twelve hours later the day was gone. Five lessons from the board that run my work and my life. benjamin franklin, chess, teaches No Dru Riley Benjamin Franklin Build Systems So Your Work Runs on Easy Mode | Daily Essay 55 55 Build Systems So Your Work Runs on Easy Mode | Daily Essay full c3ee9b65-da42-45d4-b9f1-fea6f463874b https://share.transistor.fm/s/33fe52b9 I draft most posts on walks now. One experiment, voice-to-text, changed how much leverage every post gets.

Featuring: Buckminster Fuller

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]]> I draft most posts on walks now. One experiment, voice-to-text, changed how much leverage every post gets.

Featuring: Buckminster Fuller

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]]> Sun, 17 May 2026 16:15:23 -0700 Dru Riley Watch on YouTube Dru Riley 45 I draft most posts on walks now. One experiment, voice-to-text, changed how much leverage every post gets. I draft most posts on walks now. One experiment, voice-to-text, changed how much leverage every post gets. buckminster fuller, build, systems, runs, easy, mode No Dru Riley Buckminster Fuller We Are All Investors | Daily Essay 54 54 We Are All Investors | Daily Essay full c48c04b4-1b1c-46cd-8a91-43e98db0b001 https://share.transistor.fm/s/5cfdfd0d Say the word investor and most people picture money. Money is one resource among several you trade every day to close the gap between where you are and where you want to be.

Featuring: Ali Abdaal, Henry David Thoreau

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]]> Say the word investor and most people picture money. Money is one resource among several you trade every day to close the gap between where you are and where you want to be.

Featuring: Ali Abdaal, Henry David Thoreau

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]]> Sat, 16 May 2026 18:24:28 -0700 Dru Riley Watch on YouTube Dru Riley 67 Say the word investor and most people picture money. Money is one resource among several you trade every day to close the gap between where you are and where you want to be. Say the word investor and most people picture money. Money is one resource among several you trade every day to close the gap between where you are and where you want to be. ali abdaal, henry david thoreau, investors No Dru Riley Henry David Thoreau Ali Abdaal The Optimization Trap That Broke My Meditation Habit | Daily Essay 53 53 The Optimization Trap That Broke My Meditation Habit | Daily Essay full 4fb69c13-dd73-42be-8e2c-71f43b3b3cbb https://share.transistor.fm/s/1850f1c9 I broke my meditation practice many times over fifteen years. The pattern was always the same. A working practice, the impulse to make it more efficient, and a feedback loop too delayed to catch in time.

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]]> I broke my meditation practice many times over fifteen years. The pattern was always the same. A working practice, the impulse to make it more efficient, and a feedback loop too delayed to catch in time.

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]]> Fri, 15 May 2026 13:04:31 -0700 Dru Riley Watch on YouTube Dru Riley 66 I broke my meditation practice many times over fifteen years. The pattern was always the same. A working practice, the impulse to make it more efficient, and a feedback loop too delayed to catch in time. I broke my meditation practice many times over fifteen years. The pattern was always the same. A working practice, the impulse to make it more efficient, and a feedback loop too delayed to catch in time. jeff bezos, habits, meditation, optimization-trap, religious-practice, hard-to-vary, optimization, trap, broke, habit No Dru Riley Jeff Bezos How to Get Out of Your Comfort Zone, Faster | Daily Essay 52 52 How to Get Out of Your Comfort Zone, Faster | Daily Essay full 0b089d9e-aac5-4918-a8f7-e11ef0aec571 https://share.transistor.fm/s/5292fe1d Three types of experiments — mental, physical, social — cost different amounts of energy. The type you avoid most is usually the one to lean into next.

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]]> Three types of experiments — mental, physical, social — cost different amounts of energy. The type you avoid most is usually the one to lean into next.

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]]> Thu, 14 May 2026 15:54:38 -0700 Dru Riley Watch on YouTube Dru Riley 109 Three types of experiments — mental, physical, social — cost different amounts of energy. The type you avoid most is usually the one to lean into next. Three types of experiments — mental, physical, social — cost different amounts of energy. The type you avoid most is usually the one to lean into next. carl sagan, comfort, zone, faster No Dru Riley Carl Sagan Lee Kuan Yew: Engineered Sovereignty | Biography 51 51 Lee Kuan Yew: Engineered Sovereignty | Biography full 075a6d06-9185-4930-9cf2-d65bad1ea851 https://share.transistor.fm/s/0a13f57a Lee Kuan Yew built one of the most efficient states in modern history and engineered the legal toolkit that kept his party in office for fifty-six years.

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]]> Lee Kuan Yew built one of the most efficient states in modern history and engineered the legal toolkit that kept his party in office for fifty-six years.

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]]> Thu, 14 May 2026 13:52:49 -0700 Dru Riley Dru Riley 717 Lee Kuan Yew built one of the most efficient states in modern history and engineered the legal toolkit that kept his party in office for fifty-six years. Lee Kuan Yew built one of the most efficient states in modern history and engineered the legal toolkit that kept his party in office for fifty-six years. lee kuan yew, lee hsien loong, goh chok tong, goh keng swee, lee hsien yang, lee wei ling, lim chin siong, chia thye poh, catherine lim, habib bourguiba, lee, kuan, yew, engineered, sovereignty No Dru Riley Lee Kuan Yew Lee Hsien Loong Goh Keng Swee Lee Hsien Yang Goh Chok Tong Lee Wei Ling Lim Chin Siong Chia Thye Poh Catherine Lim Habib Bourguiba Why I Rewrite My Principles by Hand | Daily Essay 50 50 Why I Rewrite My Principles by Hand | Daily Essay full e925335c-91ff-413b-866c-3e18e058546e https://share.transistor.fm/s/010b9615 Each day I'd open my notebook and copy yesterday's principles to a new page by hand. Some lines I wrote without thinking. Others slowed me down.

Featuring: Joan Didion

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]]> Each day I'd open my notebook and copy yesterday's principles to a new page by hand. Some lines I wrote without thinking. Others slowed me down.

Featuring: Joan Didion

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]]> Wed, 13 May 2026 13:41:21 -0700 Dru Riley Watch on YouTube Dru Riley 50 Each day I'd open my notebook and copy yesterday's principles to a new page by hand. Some lines I wrote without thinking. Others slowed me down. Each day I'd open my notebook and copy yesterday's principles to a new page by hand. Some lines I wrote without thinking. Others slowed me down. joan didion, rewrite, principles, hand No Dru Riley Joan Didion The Minimalist Philosophy of a Jellyfish | Daily Essay 49 49 The Minimalist Philosophy of a Jellyfish | Daily Essay full f9b40b7c-546a-48f8-8102-422a59faaaaf https://share.transistor.fm/s/c1d4f5fc Each day I remove three things. A physical item, an app off my phone, a subscription on autopay. A jellyfish has no brain and has lasted 500 million years.

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]]> Each day I remove three things. A physical item, an app off my phone, a subscription on autopay. A jellyfish has no brain and has lasted 500 million years.

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]]> Tue, 12 May 2026 10:59:47 -0700 Dru Riley Watch on YouTube Dru Riley 98 Each day I remove three things. A physical item, an app off my phone, a subscription on autopay. A jellyfish has no brain and has lasted 500 million years. Each day I remove three things. A physical item, an app off my phone, a subscription on autopay. A jellyfish has no brain and has lasted 500 million years. minimalist, philosophy, jellyfish No Dru Riley Why Some Habits Stick: 12 Tardigrade Traits | Daily Essay 48 48 Why Some Habits Stick: 12 Tardigrade Traits | Daily Essay full 3143c472-9d30-4bd9-9400-8b95f62b336d https://share.transistor.fm/s/7a990ed6 I came up with a term to describe something I value. If tardigradity is the probability a thing keeps going, it has to come from somewhere.

Featuring: James Clear, Warren Buffett, Mel Robbins, Martin Reeves

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]]> I came up with a term to describe something I value. If tardigradity is the probability a thing keeps going, it has to come from somewhere.

Featuring: James Clear, Warren Buffett, Mel Robbins, Martin Reeves

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]]> Mon, 11 May 2026 14:30:14 -0700 Dru Riley Watch on YouTube Dru Riley 206 I came up with a term to describe something I value. If tardigradity is the probability a thing keeps going, it has to come from somewhere. I came up with a term to describe something I value. If tardigradity is the probability a thing keeps going, it has to come from somewhere. james clear, warren buffett, mel robbins, martin reeves, habits, stick, tardigrade, traits No Dru Riley Martin Reeves James Clear Mel Robbins Warren Buffett Buy the Red Ocean | Daily Essay 47 47 Buy the Red Ocean | Daily Essay full 8ecd6f81-f969-4053-ab30-9430d92b47e4 https://share.transistor.fm/s/5423c6ed Most founders see 15 competitors and feel deflated. They should feel relieved. The buyer's move in a red ocean is to switch seats and let the market do the work.

Featuring: Jeff Bezos

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]]> Most founders see 15 competitors and feel deflated. They should feel relieved. The buyer's move in a red ocean is to switch seats and let the market do the work.

Featuring: Jeff Bezos

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]]> Sun, 10 May 2026 08:53:24 -0700 Dru Riley Watch on YouTube Dru Riley 106 Most founders see 15 competitors and feel deflated. They should feel relieved. The buyer's move in a red ocean is to switch seats and let the market do the work. Most founders see 15 competitors and feel deflated. They should feel relieved. The buyer's move in a red ocean is to switch seats and let the market do the work. jeff bezos, buy, red, ocean No Dru Riley Jeff Bezos When to Give Up on a Business: Force or Flow? | Daily Essay 46 46 When to Give Up on a Business: Force or Flow? | Daily Essay full a25e2d49-68cf-4ecc-94ac-acb7527aef27 https://share.transistor.fm/s/1b6df02f What's forced falls apart. The line between effort and force is flow, and the test is whether the market is returning what you put in.

Featuring: Naval Ravikant, Jordan Peterson

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]]> What's forced falls apart. The line between effort and force is flow, and the test is whether the market is returning what you put in.

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]]> Sat, 09 May 2026 11:24:04 -0700 Dru Riley Watch on YouTube Dru Riley 104 What's forced falls apart. The line between effort and force is flow, and the test is whether the market is returning what you put in. What's forced falls apart. The line between effort and force is flow, and the test is whether the market is returning what you put in. naval ravikant, jordan peterson, business, force, flow No Dru Riley Naval Ravikant Jordan Peterson Ray Dalio's 42-Year Daily Habit | Daily Essay 45 45 Ray Dalio's 42-Year Daily Habit | Daily Essay full 41fa0dfa-888c-4aa2-a02b-bb8658774ab4 https://share.transistor.fm/s/89f31074 Most people treat their morning routine like a battery that runs all day. It doesn't. Meetings, decisions and small frictions bleed it dry by noon. Reading through biographies of Dalio, Dorsey and Harari, I kept hitting the same detail: all of them meditate twice a day. So I added a midday session to test what a second reset actually does.

Featuring: Ray Dalio

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]]> Most people treat their morning routine like a battery that runs all day. It doesn't. Meetings, decisions and small frictions bleed it dry by noon. Reading through biographies of Dalio, Dorsey and Harari, I kept hitting the same detail: all of them meditate twice a day. So I added a midday session to test what a second reset actually does.

Featuring: Ray Dalio

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]]> Fri, 08 May 2026 14:59:17 -0700 Dru Riley Watch on YouTube Dru Riley 66 Most people treat their morning routine like a battery that runs all day. It doesn't. Meetings, decisions and small frictions bleed it dry by noon. Reading through biographies of Dalio, Dorsey and Harari, I kept hitting the same detail: all of them meditate twice a day. So I added a midday session to test what a second reset actually does. Most people treat their morning routine like a battery that runs all day. It doesn't. Meetings, decisions and small frictions bleed it dry by noon. Reading through biographies of Dalio, Dorsey and Harari, I kept hitting the same detail: all of them medita ray dalio, meditation, mindfulness, daily habit, productivity, ray, dalio, habit No Dru Riley Ray Dalio How Meditation Eats Stress | Daily Essay 44 44 How Meditation Eats Stress | Daily Essay full 1e2d3c7f-8179-482b-9965-55a6954ed0d2 https://share.transistor.fm/s/00ec319e Stress is raw material. Meditation metabolizes it. Life supplies the stressors whether you want them or not, and the practice has two modes: clearing the table or going deeper.

Featuring: Lao Tzu

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]]> Stress is raw material. Meditation metabolizes it. Life supplies the stressors whether you want them or not, and the practice has two modes: clearing the table or going deeper.

Featuring: Lao Tzu

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]]> Thu, 07 May 2026 09:19:59 -0700 Dru Riley Watch on YouTube Dru Riley 28 Stress is raw material. Meditation metabolizes it. Life supplies the stressors whether you want them or not, and the practice has two modes: clearing the table or going deeper. Stress is raw material. Meditation metabolizes it. Life supplies the stressors whether you want them or not, and the practice has two modes: clearing the table or going deeper. lao tzu, meditation, eats, stress No Dru Riley Lao Tzu Satoshi Nakamoto: Absent Authority | Biography 43 43 Satoshi Nakamoto: Absent Authority | Biography full 06bc059d-9541-4bc6-bd15-4da45e1958c6 https://share.transistor.fm/s/2f4887d2 Satoshi Nakamoto built money that could run without personal trust, then protected it by becoming impossible to find. This biography traces the technical record, the political timing and the deliberate disappearance of the most consequential anonymous person in financial history.

Featuring: Satoshi Nakamoto, Hal Finney, Nick Szabo, Adam Back, Wei Dai, Len Sassaman, Dorian Nakamoto, Craig Wright, Paul Le Roux, Peter Todd

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]]> Satoshi Nakamoto built money that could run without personal trust, then protected it by becoming impossible to find. This biography traces the technical record, the political timing and the deliberate disappearance of the most consequential anonymous person in financial history.

Featuring: Satoshi Nakamoto, Hal Finney, Nick Szabo, Adam Back, Wei Dai, Len Sassaman, Dorian Nakamoto, Craig Wright, Paul Le Roux, Peter Todd

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]]> Thu, 07 May 2026 08:00:25 -0700 Dru Riley Dru Riley 1242 Satoshi Nakamoto built money that could run without personal trust, then protected it by becoming impossible to find. This biography traces the technical record, the political timing and the deliberate disappearance of the most consequential anonymous person in financial history. Satoshi Nakamoto built money that could run without personal trust, then protected it by becoming impossible to find. This biography traces the technical record, the political timing and the deliberate disappearance of the most consequential anonymous per satoshi nakamoto, hal finney, nick szabo, adam back, wei dai, len sassaman, dorian nakamoto, craig wright, paul le roux, peter todd, satoshi, nakamoto, absent, authority No Dru Riley Adam Back Craig Wright Wei Dai Len Sassaman Nick Szabo Satoshi Nakamoto Hal Finney Paul Le Roux Peter Todd Dorian Nakamoto Mental Toughness via Meditation 42 42 Mental Toughness via Meditation full 397c8d04-3303-41f5-b96c-6495884e6865 https://share.transistor.fm/s/724e00bf I sit still for two and a half hours each day. Meditation trains a specific muscle: each minute is a rep against the urge to stop or check the time, and that muscle transfers to hard runs, heavy lifts, tense negotiations and cold showers.

Featuring: Blaise Pascal, David Goggins, Tim Noakes

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]]> I sit still for two and a half hours each day. Meditation trains a specific muscle: each minute is a rep against the urge to stop or check the time, and that muscle transfers to hard runs, heavy lifts, tense negotiations and cold showers.

Featuring: Blaise Pascal, David Goggins, Tim Noakes

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]]> Wed, 06 May 2026 10:42:44 -0700 Dru Riley Watch on YouTube Dru Riley 107 I sit still for two and a half hours each day. Meditation trains a specific muscle: each minute is a rep against the urge to stop or check the time, and that muscle transfers to hard runs, heavy lifts, tense negotiations and cold showers. I sit still for two and a half hours each day. Meditation trains a specific muscle: each minute is a rep against the urge to stop or check the time, and that muscle transfers to hard runs, heavy lifts, tense negotiations and cold showers. blaise pascal, david goggins, tim noakes, mental, toughness, via, meditation No Dru Riley Blaise Pascal David Goggins Tim Noakes From Self Taught Programmer to Senior in Under 2 Years 41 41 From Self Taught Programmer to Senior in Under 2 Years full f7f5900e-e7a5-4479-b5fb-2bb30450d7a6 https://share.transistor.fm/s/c3b8752f I learned to code alone in Vim, with no one to unblock me. A single bug could cost a month. The high-friction years built the foundation that made everything after compound fast.

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]]> I learned to code alone in Vim, with no one to unblock me. A single bug could cost a month. The high-friction years built the foundation that made everything after compound fast.

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]]> Tue, 05 May 2026 16:40:32 -0700 Dru Riley Watch on YouTube Dru Riley 122 I learned to code alone in Vim, with no one to unblock me. A single bug could cost a month. The high-friction years built the foundation that made everything after compound fast. I learned to code alone in Vim, with no one to unblock me. A single bug could cost a month. The high-friction years built the foundation that made everything after compound fast. self, taught, programmer, senior No Dru Riley Willpower Is Finite (How to Do Hard Things Anyway) 40 40 Willpower Is Finite (How to Do Hard Things Anyway) full 34d65c00-3d04-49f3-af98-81c4a82d76f4 https://share.transistor.fm/s/2dd4789e Stanford says believe hard enough and your willpower becomes unlimited. Henry Ford said the same thing a century earlier. Turns out the battery drains whether you believe it or not.

Featuring: Henry Ford, Veronika Job, Carol Dweck

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]]> Stanford says believe hard enough and your willpower becomes unlimited. Henry Ford said the same thing a century earlier. Turns out the battery drains whether you believe it or not.

Featuring: Henry Ford, Veronika Job, Carol Dweck

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]]> Mon, 04 May 2026 15:42:53 -0700 Dru Riley Watch on YouTube Dru Riley 57 Stanford says believe hard enough and your willpower becomes unlimited. Henry Ford said the same thing a century earlier. Turns out the battery drains whether you believe it or not. Stanford says believe hard enough and your willpower becomes unlimited. Henry Ford said the same thing a century earlier. Turns out the battery drains whether you believe it or not. henry ford, veronika job, carol dweck, willpower, finite, hard, anyway No Dru Riley Henry Ford Veronika Job Carol Dweck The Morning Habits That Stick (Why Order Matters) 39 39 The Morning Habits That Stick (Why Order Matters) full b4ba3f60-aaf8-4f3c-9ce6-d0fa4216d133 https://share.transistor.fm/s/333a3b8f I keep my habits in an app that tracks how often I do each one. The ones at the top of the list have longer streaks. Position is the lever. Willpower is exhaustible. Interruptions stack. The first slot has the most fuel and the least drag.

Featuring: Brian Tracy

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]]> I keep my habits in an app that tracks how often I do each one. The ones at the top of the list have longer streaks. Position is the lever. Willpower is exhaustible. Interruptions stack. The first slot has the most fuel and the least drag.

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]]> Sun, 03 May 2026 12:14:28 -0700 Dru Riley Watch on YouTube Dru Riley 56 I keep my habits in an app that tracks how often I do each one. The ones at the top of the list have longer streaks. Position is the lever. Willpower is exhaustible. Interruptions stack. The first slot has the most fuel and the least drag. I keep my habits in an app that tracks how often I do each one. The ones at the top of the list have longer streaks. Position is the lever. Willpower is exhaustible. Interruptions stack. The first slot has the most fuel and the least drag. brian tracy, morning, habits, stick, order, matters No Dru Riley Brian Tracy Eat Your Own Cooking 38 38 Eat Your Own Cooking full 73170149-c2fc-451d-8356-f36243247f1b https://share.transistor.fm/s/dccb9de1 Most bug reports travel through three people before anyone fixes them. By then the pain is a paragraph in a ticket and the person who felt it has moved on. There's a shorter path.

Featuring: Daniel Priestley

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]]> Most bug reports travel through three people before anyone fixes them. By then the pain is a paragraph in a ticket and the person who felt it has moved on. There's a shorter path.

Featuring: Daniel Priestley

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]]> Sat, 02 May 2026 14:26:14 -0700 Dru Riley Watch on YouTube Dru Riley 92 Most bug reports travel through three people before anyone fixes them. By then the pain is a paragraph in a ticket and the person who felt it has moved on. There's a shorter path. Most bug reports travel through three people before anyone fixes them. By then the pain is a paragraph in a ticket and the person who felt it has moved on. There's a shorter path. daniel priestley, indie hackers, saas, dogfooding, founder, build in public, multi, distribution, products, first-customer, acquisition, flywheel, eat, cooking No Dru Riley Daniel Priestley Flywheel Explained: One Action, Many Wins 37 37 Flywheel Explained: One Action, Many Wins full 96949aae-aa07-40df-aa63-b6e4ac7800c1 https://share.transistor.fm/s/4c847e02 I write a post each morning. By lunch, that post is a video on YouTube. One action that touches more than one node in your system at once. I call this a tap.

Featuring: Jim Collins

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]]> I write a post each morning. By lunch, that post is a video on YouTube. One action that touches more than one node in your system at once. I call this a tap.

Featuring: Jim Collins

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]]> Fri, 01 May 2026 16:12:14 -0700 Dru Riley Watch on YouTube Dru Riley 69 I write a post each morning. By lunch, that post is a video on YouTube. One action that touches more than one node in your system at once. I call this a tap. I write a post each morning. By lunch, that post is a video on YouTube. One action that touches more than one node in your system at once. I call this a tap. jim collins, flywheel, explained, action, wins No Dru Riley Jim Collins Manifesting Is Learned Helplessness in Reverse 36 36 Manifesting Is Learned Helplessness in Reverse full 2be669e1-cde5-486e-8753-61af0ae9e05c https://share.transistor.fm/s/a9d2ea17 One line from my prediction markets video kept looping in my head. The market price was supposed to reflect what the crowd believed. It was reflecting those beliefs. It was also changing them.

Featuring: George Soros

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]]> One line from my prediction markets video kept looping in my head. The market price was supposed to reflect what the crowd believed. It was reflecting those beliefs. It was also changing them.

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]]> Thu, 30 Apr 2026 11:41:18 -0700 Dru Riley Watch on YouTube Dru Riley 87 One line from my prediction markets video kept looping in my head. The market price was supposed to reflect what the crowd believed. It was reflecting those beliefs. It was also changing them. One line from my prediction markets video kept looping in my head. The market price was supposed to reflect what the crowd believed. It was reflecting those beliefs. It was also changing them. george soros, manifesting, learned, helplessness, reverse No Dru Riley George Soros Launch First, Name Later 35 35 Launch First, Name Later full bc4afd10-b6f6-438f-bcf2-c1fdcb7240aa https://share.transistor.fm/s/bfb274a3 I spent two days on a name and shipped zero code. Domain searches across a dozen tabs. Then I stopped, deployed on a subdomain and started shipping. The name came later.

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]]> I spent two days on a name and shipped zero code. Domain searches across a dozen tabs. Then I stopped, deployed on a subdomain and started shipping. The name came later.

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]]> Wed, 29 Apr 2026 08:59:27 -0700 Dru Riley Watch on YouTube Dru Riley 76 I spent two days on a name and shipped zero code. Domain searches across a dozen tabs. Then I stopped, deployed on a subdomain and started shipping. The name came later. I spent two days on a name and shipped zero code. Domain searches across a dozen tabs. Then I stopped, deployed on a subdomain and started shipping. The name came later. sam altman, dan martell, launch, name No Dru Riley Dan Martell Sam Altman I Deleted Social Media. Here's What I Kept. 34 34 I Deleted Social Media. Here's What I Kept. full 633b9336-c849-45e5-a89b-0fa018fa4cd9 https://share.transistor.fm/s/a7ab70d4 You already know the cost before you open the app. You open it anyway. The algorithm that taught you a skill in a month is the same one eating your evenings.

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]]> You already know the cost before you open the app. You open it anyway. The algorithm that taught you a skill in a month is the same one eating your evenings.

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]]> Tue, 28 Apr 2026 08:28:05 -0700 Dru Riley Watch on YouTube Dru Riley 81 You already know the cost before you open the app. You open it anyway. The algorithm that taught you a skill in a month is the same one eating your evenings. You already know the cost before you open the app. You open it anyway. The algorithm that taught you a skill in a month is the same one eating your evenings. deleted, social, media No Dru Riley Do Less, Get More: The F1 Math 33 33 Do Less, Get More: The F1 Math full b16052dd-89b9-40a5-9683-222f482ecef2 https://share.transistor.fm/s/a9009eae Most people behind on their work add more. F1 engineers know better. The math says removing weight wins.

Featuring: Bethany Butzer

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]]> Most people behind on their work add more. F1 engineers know better. The math says removing weight wins.

Featuring: Bethany Butzer

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]]> Mon, 27 Apr 2026 06:14:18 -0700 Dru Riley Watch on YouTube Dru Riley 91 Most people behind on their work add more. F1 engineers know better. The math says removing weight wins. Most people behind on their work add more. F1 engineers know better. The math says removing weight wins. bethany butzer, math No Dru Riley Bethany Butzer Warren Buffett vs Y Combinator: Two Strategies, One Rule 32 32 Warren Buffett vs Y Combinator: Two Strategies, One Rule full 77019986-05ea-4cee-b8c5-5ffe6fab7ae9 https://share.transistor.fm/s/f973362f Most investors argue about concentration versus diversification. The best ones think evolutionarily. Strategy follows the environment, not preference.

Featuring: Warren Buffett

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]]> Most investors argue about concentration versus diversification. The best ones think evolutionarily. Strategy follows the environment, not preference.

Featuring: Warren Buffett

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]]> Sun, 26 Apr 2026 08:39:44 -0700 Dru Riley Watch on YouTube Dru Riley 146 Most investors argue about concentration versus diversification. The best ones think evolutionarily. Strategy follows the environment, not preference. Most investors argue about concentration versus diversification. The best ones think evolutionarily. Strategy follows the environment, not preference. warren buffett, warren, buffett, combinator, strategies, rule No Dru Riley Warren Buffett The Tardigrade Test: How to Build Habits That Last 31 31 The Tardigrade Test: How to Build Habits That Last full 2a91549c-3812-4c7b-89f3-7ed346bfe4de https://share.transistor.fm/s/e35eaf61 Most habits die during your worst weeks. The ones that survive share a single trait that has nothing to do with discipline. This episode introduces tardigradity. It's the probability that a practice keeps going.

Featuring: Mel Robbins

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]]> Most habits die during your worst weeks. The ones that survive share a single trait that has nothing to do with discipline. This episode introduces tardigradity. It's the probability that a practice keeps going.

Featuring: Mel Robbins

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]]> Sat, 25 Apr 2026 13:52:07 -0700 Dru Riley Watch on YouTube Dru Riley 109 Most habits die during your worst weeks. The ones that survive share a single trait that has nothing to do with discipline. This episode introduces tardigradity. It's the probability that a practice keeps going. Most habits die during your worst weeks. The ones that survive share a single trait that has nothing to do with discipline. This episode introduces tardigradity. It's the probability that a practice keeps going. mel robbins, tardigrade, test, build, habits No Dru Riley Mel Robbins How I Get Business Ideas 30 30 How I Get Business Ideas full 96f6bc31-19a5-4acc-810f-9dc734e6def0 https://share.transistor.fm/s/e39c10f3 I have a backlog of 200+ rough blog post ideas. When I sit down to write today's post, the idea is already there. The same habit works for business ideas.

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]]> I have a backlog of 200+ rough blog post ideas. When I sit down to write today's post, the idea is already there. The same habit works for business ideas.

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]]> Fri, 24 Apr 2026 14:12:43 -0700 Dru Riley Watch on YouTube Dru Riley 46 I have a backlog of 200+ rough blog post ideas. When I sit down to write today's post, the idea is already there. The same habit works for business ideas. I have a backlog of 200+ rough blog post ideas. When I sit down to write today's post, the idea is already there. The same habit works for business ideas. business, ideas No Dru Riley Simulation Thinking: How to Make Hard Decisions 29 29 Simulation Thinking: How to Make Hard Decisions full 0fdf202e-425b-4974-b078-39c2b9e88a20 https://share.transistor.fm/s/e1d247ee I built five books in one day to pick which one to ship. Why simulation thinking beats picking between descriptions, and why AI makes it runnable on any decision that matters.

Featuring: Ali Abdaal, David Deutsch, Julia Cameron

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]]> I built five books in one day to pick which one to ship. Why simulation thinking beats picking between descriptions, and why AI makes it runnable on any decision that matters.

Featuring: Ali Abdaal, David Deutsch, Julia Cameron

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]]> Thu, 23 Apr 2026 13:41:07 -0700 Dru Riley Watch on YouTube Dru Riley 120 I built five books in one day to pick which one to ship. Why simulation thinking beats picking between descriptions, and why AI makes it runnable on any decision that matters. I built five books in one day to pick which one to ship. Why simulation thinking beats picking between descriptions, and why AI makes it runnable on any decision that matters. ali abdaal, david deutsch, julia cameron, simulation, thinking, hard, decisions No Dru Riley Ali Abdaal David Deutsch Julia Cameron Why I Stopped Being a Digital Nomad After 5 Years 28 28 Why I Stopped Being a Digital Nomad After 5 Years full 4bb67eef-c1c9-4bba-a83a-fed0f280005d https://share.transistor.fm/s/40f6788a Five years of moving to a new city every few months felt like freedom. The real cost was thousands of invisible daily decisions a settled person never faces. Why environment design is really decision reduction.

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]]> Five years of moving to a new city every few months felt like freedom. The real cost was thousands of invisible daily decisions a settled person never faces. Why environment design is really decision reduction.

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]]> Wed, 22 Apr 2026 14:42:17 -0700 Dru Riley Watch on YouTube Dru Riley 152 Five years of moving to a new city every few months felt like freedom. The real cost was thousands of invisible daily decisions a settled person never faces. Why environment design is really decision reduction. Five years of moving to a new city every few months felt like freedom. The real cost was thousands of invisible daily decisions a settled person never faces. Why environment design is really decision reduction. hidden, cost, moving, decision, fatigue No Dru Riley Time Is Not Your Most Valuable Asset 27 27 Time Is Not Your Most Valuable Asset full 1f730e56-1c3d-485c-aa02-2083d7a2b152 https://share.transistor.fm/s/6321ff82 Time goes one way. Money goes both ways. You can earn back a dollar. You can never earn back an hour. Treating the two as the same is a category error. This episode breaks down a seven-layer hierarchy of resources, from money at the bottom to awareness at the top.

Featuring: Jim Rohn, Myles Munroe

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]]> Time goes one way. Money goes both ways. You can earn back a dollar. You can never earn back an hour. Treating the two as the same is a category error. This episode breaks down a seven-layer hierarchy of resources, from money at the bottom to awareness at the top.

Featuring: Jim Rohn, Myles Munroe

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]]> Tue, 21 Apr 2026 14:45:32 -0700 Dru Riley Watch on YouTube Dru Riley 111 Time goes one way. Money goes both ways. You can earn back a dollar. You can never earn back an hour. Treating the two as the same is a category error. This episode breaks down a seven-layer hierarchy of resources, from money at the bottom to awareness at the top. Time goes one way. Money goes both ways. You can earn back a dollar. You can never earn back an hour. Treating the two as the same is a category error. This episode breaks down a seven-layer hierarchy of resources, from money at the bottom to awareness at jim rohn, myles munroe, time, valuable, asset No Dru Riley Jim Rohn Myles Munroe How to Prioritize When You Have Too Many Ideas 26 26 How to Prioritize When You Have Too Many Ideas full 3a378a32-d22b-4e6d-a94b-5f5878c8a486 https://share.transistor.fm/s/431f3c1d Each day I run experiments. Most days there are more experiments in my queue than I can run. Two filters decide what gets picked first: does this remove something from the system, or does this build something future experiments depend on?

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]]> Each day I run experiments. Most days there are more experiments in my queue than I can run. Two filters decide what gets picked first: does this remove something from the system, or does this build something future experiments depend on?

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]]> Mon, 20 Apr 2026 15:37:22 -0700 Dru Riley Watch on YouTube Dru Riley 99 Each day I run experiments. Most days there are more experiments in my queue than I can run. Two filters decide what gets picked first: does this remove something from the system, or does this build something future experiments depend on? Each day I run experiments. Most days there are more experiments in my queue than I can run. Two filters decide what gets picked first: does this remove something from the system, or does this build something future experiments depend on? experiments, leverage, infrastructure, prioritize, too, ideas No Dru Riley I Had Too Many Habits. Here's What Saved Me. 25 25 I Had Too Many Habits. Here's What Saved Me. full cc7a7438-2bb2-4388-8ff8-2a203235ecdb https://share.transistor.fm/s/5efcf674 Habits pile like grains of sand. Add enough and the whole stack collapses under its own weight. Here's the cap I set to stop the collapses, and the split I had to make when that cap started blocking habits I wanted to add.

Featuring: James Clear

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]]> Habits pile like grains of sand. Add enough and the whole stack collapses under its own weight. Here's the cap I set to stop the collapses, and the split I had to make when that cap started blocking habits I wanted to add.

Featuring: James Clear

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]]> Sun, 19 Apr 2026 15:29:47 -0700 Dru Riley Watch on YouTube Dru Riley 127 Habits pile like grains of sand. Add enough and the whole stack collapses under its own weight. Here's the cap I set to stop the collapses, and the split I had to make when that cap started blocking habits I wanted to add. Habits pile like grains of sand. Add enough and the whole stack collapses under its own weight. Here's the cap I set to stop the collapses, and the split I had to make when that cap started blocking habits I wanted to add. james clear, too, habits, saved No Dru Riley James Clear Most Habit Trackers Miss the Point 24 24 Most Habit Trackers Miss the Point full f515c643-c5e9-4313-905d-dae578addd18 https://share.transistor.fm/s/a6cb6863 You can't trust your memory to measure change. I add and remove habits regularly. Three weeks later I can't remember how I felt before the change. The water temperature adjusted and I adjusted with it. My solution: forced review checkpoints.

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]]> You can't trust your memory to measure change. I add and remove habits regularly. Three weeks later I can't remember how I felt before the change. The water temperature adjusted and I adjusted with it. My solution: forced review checkpoints.

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]]> Sat, 18 Apr 2026 13:56:58 -0700 Dru Riley Watch on YouTube Dru Riley 95 You can't trust your memory to measure change. I add and remove habits regularly. Three weeks later I can't remember how I felt before the change. The water temperature adjusted and I adjusted with it. My solution: forced review checkpoints. You can't trust your memory to measure change. I add and remove habits regularly. Three weeks later I can't remember how I felt before the change. The water temperature adjusted and I adjusted with it. My solution: forced review checkpoints. habit, trackers, miss, point No Dru Riley How I Build Habits That Don't Break 23 23 How I Build Habits That Don't Break full d1e366f4-29f7-4646-9e82-e2b2a56745c1 https://share.transistor.fm/s/3fe24ef4 For years my habits lived in boom and bust cycles. Then I replaced banking with ranges: a floor, a target, a ceiling.

Featuring: James Clear

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]]> For years my habits lived in boom and bust cycles. Then I replaced banking with ranges: a floor, a target, a ceiling.

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]]> Fri, 17 Apr 2026 15:19:46 -0700 Dru Riley Watch on YouTube Dru Riley 78 For years my habits lived in boom and bust cycles. Then I replaced banking with ranges: a floor, a target, a ceiling. For years my habits lived in boom and bust cycles. Then I replaced banking with ranges: a floor, a target, a ceiling. james clear, build, habits, don't, break No Dru Riley James Clear How to Close a Chapter Without Regret 22 22 How to Close a Chapter Without Regret full 291791bc-d352-482f-a760-9c031111eccb https://share.transistor.fm/s/6a5fe781 I ran a daily standup for six years. 2,000 days. 44,110 standups logged. Here's how I closed the chapter with a book instead of silence.

Featuring: Pat Flynn, Kai Cenat

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]]> I ran a daily standup for six years. 2,000 days. 44,110 standups logged. Here's how I closed the chapter with a book instead of silence.

Featuring: Pat Flynn, Kai Cenat

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]]> Thu, 16 Apr 2026 17:12:33 -0700 Dru Riley Watch on YouTube Dru Riley 114 I ran a daily standup for six years. 2,000 days. 44,110 standups logged. Here's how I closed the chapter with a book instead of silence. I ran a daily standup for six years. 2,000 days. 44,110 standups logged. Here's how I closed the chapter with a book instead of silence. pat flynn, kai cenat, close, chapter, without, regret No Dru Riley Kai Cenat Pat Flynn What an AI Playing Breakout Taught Me About Reality 21 21 What an AI Playing Breakout Taught Me About Reality full f9a9a6d3-a616-43f3-8fd8-7fd87a7dc1e1 https://share.transistor.fm/s/a28389c8 One scene from The Thinking Game documentary stopped me. A DeepMind AI found a move no human player would try. I named it tunneling, then found nature doing the same thing for billions of years.

Featuring: Elon Musk, Naval Ravikant

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]]> One scene from The Thinking Game documentary stopped me. A DeepMind AI found a move no human player would try. I named it tunneling, then found nature doing the same thing for billions of years.

Featuring: Elon Musk, Naval Ravikant

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]]> Wed, 15 Apr 2026 18:32:25 -0700 Dru Riley Watch on YouTube Dru Riley 273 One scene from The Thinking Game documentary stopped me. A DeepMind AI found a move no human player would try. I named it tunneling, then found nature doing the same thing for billions of years. One scene from The Thinking Game documentary stopped me. A DeepMind AI found a move no human player would try. I named it tunneling, then found nature doing the same thing for billions of years. elon musk, naval ravikant, playing, breakout, taught, reality No Dru Riley Elon Musk Naval Ravikant Why Smart People Underperform 20 20 Why Smart People Underperform full c85a63d7-f5e5-4ee5-9292-de64a4e50b86 https://share.transistor.fm/s/cabe3277 The best AI coding model writes bad code inside Antigravity IDE. The same model in Cursor or Claude Code performs much better. The same law applies to people. Environment is the multiplier.

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]]> The best AI coding model writes bad code inside Antigravity IDE. The same model in Cursor or Claude Code performs much better. The same law applies to people. Environment is the multiplier.

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]]> Tue, 14 Apr 2026 17:18:53 -0700 Dru Riley Watch on YouTube Dru Riley 77 The best AI coding model writes bad code inside Antigravity IDE. The same model in Cursor or Claude Code performs much better. The same law applies to people. Environment is the multiplier. The best AI coding model writes bad code inside Antigravity IDE. The same model in Cursor or Claude Code performs much better. The same law applies to people. Environment is the multiplier. mark manson, smart, underperform No Dru Riley Mark Manson The Cure For Anxiety Is Doing More Of It 19 19 The Cure For Anxiety Is Doing More Of It full c2c82196-ec86-476f-abb3-e992a5f45588 https://share.transistor.fm/s/347ad97f My first blog post took hours. Three months of daily posts later, I write, publish and move on. If you're anxious about something, the answer is usually more exposure.

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]]> My first blog post took hours. Three months of daily posts later, I write, publish and move on. If you're anxious about something, the answer is usually more exposure.

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]]> Mon, 13 Apr 2026 13:03:35 -0700 Dru Riley Watch on YouTube Dru Riley 28 My first blog post took hours. Three months of daily posts later, I write, publish and move on. If you're anxious about something, the answer is usually more exposure. My first blog post took hours. Three months of daily posts later, I write, publish and move on. If you're anxious about something, the answer is usually more exposure. cure, anxiety, doing No Dru Riley We Live in the Wild. Not the Zoo. 18 18 We Live in the Wild. Not the Zoo. full cdae0854-34e2-4d45-8d87-535857c9c314 https://share.transistor.fm/s/90b3dbe7 We live in the wild, not the zoo. The systems around us are built for what we buy, what we click and what can be mass produced. Our wellbeing is a side effect. Once we accept that no one is looking out for us, we start taking accountability for our own wellbeing and outcomes.

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]]> We live in the wild, not the zoo. The systems around us are built for what we buy, what we click and what can be mass produced. Our wellbeing is a side effect. Once we accept that no one is looking out for us, we start taking accountability for our own wellbeing and outcomes.

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]]> Sun, 12 Apr 2026 13:49:45 -0700 Dru Riley Watch on YouTube Dru Riley 110 We live in the wild, not the zoo. The systems around us are built for what we buy, what we click and what can be mass produced. Our wellbeing is a side effect. Once we accept that no one is looking out for us, we start taking accountability for our own wellbeing and outcomes. We live in the wild, not the zoo. The systems around us are built for what we buy, what we click and what can be mass produced. Our wellbeing is a side effect. Once we accept that no one is looking out for us, we start taking accountability for our own we mel robbins, wild, zoo No Dru Riley Mel Robbins How I Use a Paper To-Do List to Finish What Actually Matters 17 17 How I Use a Paper To-Do List to Finish What Actually Matters full f1bd1297-83cb-40cb-96ce-dd3efc6f136e https://share.transistor.fm/s/782d535e Each day I rewrite my to-do list on paper. The things I finished get crossed off. The unfinished things only get carried forward if they're worth rewriting. The longer an item survives that process, the louder the signal: this is the one to finish.

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]]> Each day I rewrite my to-do list on paper. The things I finished get crossed off. The unfinished things only get carried forward if they're worth rewriting. The longer an item survives that process, the louder the signal: this is the one to finish.

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]]> Sat, 11 Apr 2026 14:11:33 -0700 Dru Riley Watch on YouTube Dru Riley 100 Each day I rewrite my to-do list on paper. The things I finished get crossed off. The unfinished things only get carried forward if they're worth rewriting. The longer an item survives that process, the louder the signal: this is the one to finish. Each day I rewrite my to-do list on paper. The things I finished get crossed off. The unfinished things only get carried forward if they're worth rewriting. The longer an item survives that process, the louder the signal: this is the one to finish. paper, list, finish, matters No Dru Riley Long-Haul Luxuries: Why I Only Buy Things Built To Last 16 16 Long-Haul Luxuries: Why I Only Buy Things Built To Last full 102f5364-9d8f-469a-9d02-fd1d1d262640 https://share.transistor.fm/s/3ceb0226 I paid $150 for a chef's knife last week. A recent trip taught me what a good knife feels like.

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]]> I paid $150 for a chef's knife last week. A recent trip taught me what a good knife feels like.

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]]> Fri, 10 Apr 2026 14:05:59 -0700 Dru Riley Watch on YouTube Dru Riley 86 I paid $150 for a chef's knife last week. A recent trip taught me what a good knife feels like. I paid $150 for a chef's knife last week. A recent trip taught me what a good knife feels like. haul, luxuries, buy, built No Dru Riley Why I Call Everything v0.1 Before I Launch 15 15 Why I Call Everything v0.1 Before I Launch full d1993092-8808-4a2b-a1cc-3078e325940b https://share.transistor.fm/s/5e3496d5 One label manages expectations before users can form the wrong ones. It gives you permission to ship fast.

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]]> One label manages expectations before users can form the wrong ones. It gives you permission to ship fast.

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]]> Thu, 09 Apr 2026 08:41:23 -0700 Dru Riley Watch on YouTube Dru Riley 53 One label manages expectations before users can form the wrong ones. It gives you permission to ship fast. One label manages expectations before users can form the wrong ones. It gives you permission to ship fast. shipping, expectations, dirty-vertical, permission, launch No Dru Riley The Second-Time Rule: Turn Fixes Into Systems 14 14 The Second-Time Rule: Turn Fixes Into Systems full 2ba1466b-9e83-4132-bbdf-7177f8d30754 https://share.transistor.fm/s/e5c283d5 The second time you do something, turn it into a protocol. One-time work that pays off each time. A rule for turning fixes into lasting systems.

Featuring: James Clear, Ali Abdaal, Matt Gray

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]]> The second time you do something, turn it into a protocol. One-time work that pays off each time. A rule for turning fixes into lasting systems.

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]]> Wed, 08 Apr 2026 14:03:46 -0700 Dru Riley Watch on YouTube Dru Riley 80 The second time you do something, turn it into a protocol. One-time work that pays off each time. A rule for turning fixes into lasting systems. The second time you do something, turn it into a protocol. One-time work that pays off each time. A rule for turning fixes into lasting systems. james clear, ali abdaal, matt gray, ai, systems, leverage, compounding, building, time, rule, turn, fixes No Dru Riley James Clear Matt Gray Ali Abdaal What 2,000 Days of Building in Public Proved 13 13 What 2,000 Days of Building in Public Proved full 7ebfcf55-b0ac-451a-9ddd-40ae06c20b4c https://share.transistor.fm/s/67846b7d 546 founders wrote daily standups for 2,000 days. The most committed founders wrote the most ordinary first entries.

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]]> 546 founders wrote daily standups for 2,000 days. The most committed founders wrote the most ordinary first entries.

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]]> Tue, 07 Apr 2026 10:36:16 -0700 Dru Riley Watch on YouTube Dru Riley 98 546 founders wrote daily standups for 2,000 days. The most committed founders wrote the most ordinary first entries. 546 founders wrote daily standups for 2,000 days. The most committed founders wrote the most ordinary first entries. building, public, proved No Dru Riley Do Less, Get Better: I Removed a Good Chapter 12 12 Do Less, Get Better: I Removed a Good Chapter full 254020d7-f67e-40da-bf73-62bebd0d04a1 https://share.transistor.fm/s/1afe3495 I cut a chapter from my habits book. The chapter was good. The book is better without it.

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]]> I cut a chapter from my habits book. The chapter was good. The book is better without it.

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]]> Mon, 06 Apr 2026 17:47:27 -0700 Dru Riley Watch on YouTube Dru Riley 47 I cut a chapter from my habits book. The chapter was good. The book is better without it. I cut a chapter from my habits book. The chapter was good. The book is better without it. habits, editing, quality, removed, chapter No Dru Riley Why the Simplest Version Takes the Most Work 11 11 Why the Simplest Version Takes the Most Work full 33ee8685-e7ac-4418-a91e-479711ee212c https://share.transistor.fm/s/7a51b281 Simple code is easier to fix, easier to read, easier to maintain. Getting to simple is the hard part.

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]]> Simple code is easier to fix, easier to read, easier to maintain. Getting to simple is the hard part.

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]]> Sun, 05 Apr 2026 12:53:11 -0700 Dru Riley Watch on YouTube Dru Riley 54 Simple code is easier to fix, easier to read, easier to maintain. Getting to simple is the hard part. Simple code is easier to fix, easier to read, easier to maintain. Getting to simple is the hard part. simplest, version, takes No Dru Riley Ship Before It's Ready 10 10 Ship Before It's Ready full 1548a870-fec3-4ae2-a5e5-2c6b5ead5145 https://share.transistor.fm/s/d4a60e9d I ran one command from my terminal and a post showed up on WordPress. It was rough. But it went through, end to end. Flawed but real.

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]]> I ran one command from my terminal and a post showed up on WordPress. It was rough. But it went through, end to end. Flawed but real.

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]]> Sat, 04 Apr 2026 08:00:55 -0700 Dru Riley Watch on YouTube Dru Riley 85 I ran one command from my terminal and a post showed up on WordPress. It was rough. But it went through, end to end. Flawed but real. I ran one command from my terminal and a post showed up on WordPress. It was rough. But it went through, end to end. Flawed but real. ship, ready No Dru Riley Justified Complexity 9 9 Justified Complexity full ab0a98e3-93e3-4e9b-8e15-75a28f9ad9a7 https://share.transistor.fm/s/a1eb5526 I talk a lot about simplicity. This week I made my render pipeline 5x more complex. On purpose.

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]]> I talk a lot about simplicity. This week I made my render pipeline 5x more complex. On purpose.

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]]> Fri, 03 Apr 2026 10:02:15 -0700 Dru Riley Watch on YouTube Dru Riley 52 I talk a lot about simplicity. This week I made my render pipeline 5x more complex. On purpose. I talk a lot about simplicity. This week I made my render pipeline 5x more complex. On purpose. justified, complexity No Dru Riley I Left My Job in 2017. Here's What 10 Years Proved. 8 8 I Left My Job in 2017. Here's What 10 Years Proved. full 95da65c0-5488-4869-a04e-7a5788980d19 https://share.transistor.fm/s/989060c0 I left my job in 2017. People thought I was crazy. Almost 10 years later, the safe path turned out to be the dangerous one.

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]]> I left my job in 2017. People thought I was crazy. Almost 10 years later, the safe path turned out to be the dangerous one.

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]]> Thu, 02 Apr 2026 16:13:26 -0700 Dru Riley Watch on YouTube Dru Riley 100 I left my job in 2017. People thought I was crazy. Almost 10 years later, the safe path turned out to be the dangerous one. I left my job in 2017. People thought I was crazy. Almost 10 years later, the safe path turned out to be the dangerous one. job, proved No Dru Riley The Nobel Prize Got Loss Aversion Wrong 7 7 The Nobel Prize Got Loss Aversion Wrong full 099a2cd8-437a-4dab-b95c-c1d80c4b11ae https://share.transistor.fm/s/f44a2f9c Loss aversion is called a cognitive bias. But the math says otherwise. A 50% loss requires a 100% gain to recover. Some losses have no recovery at all.

Featuring: Daniel Kahneman, Amos Tversky

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]]> Loss aversion is called a cognitive bias. But the math says otherwise. A 50% loss requires a 100% gain to recover. Some losses have no recovery at all.

Featuring: Daniel Kahneman, Amos Tversky

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]]> Wed, 01 Apr 2026 19:19:23 -0700 Dru Riley Watch on YouTube Dru Riley 96 Loss aversion is called a cognitive bias. But the math says otherwise. A 50% loss requires a 100% gain to recover. Some losses have no recovery at all. Loss aversion is called a cognitive bias. But the math says otherwise. A 50% loss requires a 100% gain to recover. Some losses have no recovery at all. daniel kahneman, amos tversky, nobel, prize, loss, aversion No Dru Riley Daniel Kahneman Amos Tversky Why Rest Days Made Everything Harder 6 6 Why Rest Days Made Everything Harder full 75f85c68-cc14-41eb-80cf-bfbbcc1df6ca https://share.transistor.fm/s/1a63941e I kept a rest day each week for years. It made everything harder. There's a hidden cost to any gap in a habit: reactivation energy.

Featuring: James Clear

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]]> I kept a rest day each week for years. It made everything harder. There's a hidden cost to any gap in a habit: reactivation energy.

Featuring: James Clear

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]]> Tue, 31 Mar 2026 13:27:46 -0700 Dru Riley Watch on YouTube Dru Riley 101 I kept a rest day each week for years. It made everything harder. There's a hidden cost to any gap in a habit: reactivation energy. I kept a rest day each week for years. It made everything harder. There's a hidden cost to any gap in a habit: reactivation energy. james clear, habits, protocols, systems, reactivation-energy, self-knowledge, rest, harder No Dru Riley James Clear Prediction Markets Are Accurate (That's the Problem) 5 5 Prediction Markets Are Accurate (That's the Problem) full 3ed76c0a-f085-4b93-9680-d6ebf88d3ee4 https://share.transistor.fm/s/69be05bc Prediction markets aggregate real information from people with real stakes. The accuracy is real. The influence that some participants have over the outcome is also real.

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]]> Prediction markets aggregate real information from people with real stakes. The accuracy is real. The influence that some participants have over the outcome is also real.

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]]> Mon, 30 Mar 2026 16:21:50 -0700 Dru Riley Watch on YouTube Dru Riley 118 Prediction markets aggregate real information from people with real stakes. The accuracy is real. The influence that some participants have over the outcome is also real. Prediction markets aggregate real information from people with real stakes. The accuracy is real. The influence that some participants have over the outcome is also real. prediction, markets, accurate, problem No Dru Riley The Trade You Make 100 Times a Day 4 4 The Trade You Make 100 Times a Day full c761e580-5d6b-42af-ab34-582e64914405 https://share.transistor.fm/s/921be2f8 Each choice you make is an investment. You invest time, energy, attention, willpower. Sometimes money. The question is: what's your ROI?

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]]> Each choice you make is an investment. You invest time, energy, attention, willpower. Sometimes money. The question is: what's your ROI?

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]]> Sun, 29 Mar 2026 15:55:47 -0700 Dru Riley Watch on YouTube Dru Riley 93 Each choice you make is an investment. You invest time, energy, attention, willpower. Sometimes money. The question is: what's your ROI? Each choice you make is an investment. You invest time, energy, attention, willpower. Sometimes money. The question is: what's your ROI? investing, decisions, awareness, focus, trade, times No Dru Riley I Run Every Business Idea Through These 11 Filters 3 3 I Run Every Business Idea Through These 11 Filters full 16e71fe2-744a-445f-9543-508b6983b37d https://share.transistor.fm/s/db28033f I've run hundreds of business ideas through 11 pass-or-fail filters. HeadsUp, Multi and Charm survived. Each filter covers personal use, daily frequency, platform potential, counter-positioning, portfolio fit, energy, revenue proximity, marginal costs, market size, passive value and evidence of demand.

Featuring: Sam Altman, Hamilton Helmer

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]]> I've run hundreds of business ideas through 11 pass-or-fail filters. HeadsUp, Multi and Charm survived. Each filter covers personal use, daily frequency, platform potential, counter-positioning, portfolio fit, energy, revenue proximity, marginal costs, market size, passive value and evidence of demand.

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]]> Sat, 28 Mar 2026 12:54:09 -0700 Dru Riley Watch on YouTube Dru Riley 151 I've run hundreds of business ideas through 11 pass-or-fail filters. HeadsUp, Multi and Charm survived. Each filter covers personal use, daily frequency, platform potential, counter-positioning, portfolio fit, energy, revenue proximity, marginal costs, market size, passive value and evidence of demand. I've run hundreds of business ideas through 11 pass-or-fail filters. HeadsUp, Multi and Charm survived. Each filter covers personal use, daily frequency, platform potential, counter-positioning, portfolio fit, energy, revenue proximity, marginal costs, ma sam altman, hamilton helmer, business, idea, these, filters No Dru Riley Sam Altman Hamilton Helmer Will AI Take Your Job? The Rebuttal Is Incomplete 2 2 Will AI Take Your Job? The Rebuttal Is Incomplete full 7ee25702-c307-47f3-b6ec-c935a0edb137 https://share.transistor.fm/s/deddc2ae Most tea bags contain plastic. Switching to loose leaf solved one problem and created another. Problems beget problems. And when it comes to AI and jobs, the rebuttal everyone repeats is incomplete.

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]]> Most tea bags contain plastic. Switching to loose leaf solved one problem and created another. Problems beget problems. And when it comes to AI and jobs, the rebuttal everyone repeats is incomplete.

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]]> Fri, 27 Mar 2026 18:33:20 -0700 Dru Riley Watch on YouTube Dru Riley 111 Most tea bags contain plastic. Switching to loose leaf solved one problem and created another. Problems beget problems. And when it comes to AI and jobs, the rebuttal everyone repeats is incomplete. Most tea bags contain plastic. Switching to loose leaf solved one problem and created another. Problems beget problems. And when it comes to AI and jobs, the rebuttal everyone repeats is incomplete. job, rebuttal, incomplete No Dru Riley Why I Went to the Gym at Midnight (The Streak Method) 1 1 Why I Went to the Gym at Midnight (The Streak Method) full 95e0c928-a634-423f-8866-abbc1c01cd1f https://share.transistor.fm/s/36b7b4f0 I got back to my apartment at midnight. My flight was at 5am.

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]]> I got back to my apartment at midnight. My flight was at 5am.

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]]> Thu, 26 Mar 2026 14:27:44 -0700 Dru Riley Watch on YouTube Dru Riley 88 I got back to my apartment at midnight. My flight was at 5am. I got back to my apartment at midnight. My flight was at 5am. gym, midnight, streak, method No Dru Riley