The Pathless Path with Paul Millerd

Angie Finished Her Memoir! - Angie and Paul on the creative process, parenting, travel, writing, life challenges, and books

Paul Millerd — Wed, 25 Feb 2026 08:56:57 -0600

Check out Angie's book in Chinese: mit886.com
More about angie: Angiecreates.io

Click here to watch a video of this episode.

(00:00) - Welcome to the Pathless Path Podcast
(01:09) - Life Updates and Creative Challenges
(02:10) - The Journey of Writing a Memoir
(06:12) - Revisiting Family Stories
(09:23) - The Emotional Rollercoaster of Writing
(11:27) - Balancing Motherhood and Creativity
(14:07) - The Struggles of Working with Others
(27:46) - The Impact of Miscarriage
(35:06) - Rethinking Work and Parenting
(43:15) - Struggles of Citizenship and Homelessness
(43:41) - Emotional Turmoil and Support
(44:05) - Guilt and Parenting Challenges
(46:43) - A New Beginning in Thailand
(47:38) - Balancing Work and Family
(57:59) - Exploring Financial Literacy
(01:13:21) - Publishing Journey and Cultural Differences
(01:24:19) - Future Plans and Reflections

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Michael Ashcroft on Getting Lost and The Joys of Dad Life

Paul Millerd — Tue, 30 Dec 2025 21:55:27 -0600

I chat with Michael on parenting, getting lost, the pathless path, hustle culture, travel, and more. This is his 4th appearance on the show.

Find more about Michael here: https://michaelashcroft.com/
Or explore his writings on expanded awareness: https://expandingawareness.org/

(00:00) - Introduction / Teaser
(02:37) - Introduction and Missing Guest
(03:26) - Podcast Plans and Initial Banter
(03:47) - Reflecting on Past Conversations
(04:36) - The Journey of Self-Employment
(13:10) - Life Updates and Health Challenges
(17:03) - Parenting Reflections and Future Plans
(20:36) - Balancing Work and Family Life
(24:56) - Navigating Challenges and Personal Growth
(31:00) - The Role of Fathers and Emotional Resilience
(34:33) - The Impact of Miscarriages and Moving Forward
(37:45) - Reflecting on a Challenging Project
(39:15) - Book Sales and Audience Insights
(40:55) - Future Plans and Creative Inspiration
(41:49) - The State of Online Creation
(51:19) - AI and Its Impact on Creativity
(01:01:02) - Balancing Work, Family, and Creativity
(01:06:24) - Fun and Games: Dictator or Hustle Bro?
(01:09:24) - Concluding Thoughts and Future Outlook

NEW: The Pathless Path Hardcover Premium Edition

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What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent

Paul Millerd — Thu, 20 Nov 2025 06:35:16 -0600

Allie and I discuss our shared experiences of leaving traditional career paths to explore more authentic lives. Allie, a former lawyer, talks about navigating parenthood, part-time work, and her numerous interests while stepping off the default path. We chat about how Allie was inspired by 'The Pathless Path,' the ship, quit, and learn framework, and our upcoming experiments with nomadic living. Allie also talks about burnout, and alternative ways to live meaningfully.

Follow Allie's writing and podcast on Substack: Practically On Purpose

(00:00) - Introduction and Guest Overview
(01:41) - Ali's Journey and Paul's Influence
(02:48) - Defining the Pathless Path
(04:41) - Living the Pathless Path
(07:19) - Daily Life and Nomadic Living
(20:38) - Traveling Village and Family Life
(24:05) - Education and Raising Kids
(28:03) - Ship, Quit, and Learn Framework
(32:19) - Balancing Priorities and Curiosity
(33:03) - Living a Minimalist Lifestyle
(33:50) - Creative Paths and Family Support
(36:24) - Cultural Differences in Marriage
(39:52) - Economic Growth and Middle-Class Ideals
(43:04) - Questioning the Traditional Career Path
(45:32) - The Inspiration Deficit and Meaningful Work
(49:36) - Challenges of the Creator Journey
(56:54) - The Pathless Path Community

Click here to watch a video of this episode.

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NEW: The Pathless Path Hardcover Premium Edition

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Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless

Paul Millerd — Thu, 13 Nov 2025 07:46:31 -0600

In this episode, I have a deep conversation with Steven Foster, who opens up about his career journey from Silicon Valley to embracing a pathless life. We dive into his essay 'Commit a Career Ending Move,' reflecting on how modernity has turned careers into a form of religion. Steven shares his personal challenges, including severe health issues and family crises, and how embracing a more communal and nature-focused lifestyle has helped him navigate these obstacles. This episode is an exploration of redefining work, faith, and finding a deeper purpose beyond traditional career paths.

(00:00) - Introduction to Steven Foster and His Career Journey
(01:41) - The Religion of Work
(03:42) - Steven's Early Career and Family Background
(07:18) - Navigating the Tech Industry
(20:11) - Leaving Silicon Valley
(24:33) - Life After the Career-Ending Move
(33:25) - Financial Shifts and Creative Solutions
(34:37) - Navigating Personal Crises
(43:58) - The Role of Community and Religion
(56:00) - The Power of Permissionless Income

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
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📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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The Yoga Of Work - Andrew Taggart

Paul Millerd — Mon, 08 Sep 2025 07:00:00 -0500

Click here to watch a video of this episode.

Mentioned in the episode

(00:00) - Introduction
(04:02) - The Evolution of Work Philosophy
(08:05) - The Role of Telos in Modern Life
(14:59) - Personal Journeys and Realizations
(37:34) - Writing as a practice and medium for understanding
(48:54) - Rethinking Karma Yoga in Modernity
(51:32) - The Mundane Nature of Daily Tasks
(57:56) - The Spiritual Journey of Work
(59:38) - Introspection and the Reality of Work
(01:11:26) - Balancing Objective Conditions and Inner Peace
(01:28:27) - The Concept of Inner Purification
(01:35:49) - Final Thoughts and Future Projects

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
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📲Connect + Follow Paul

X: @p_millerd
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money

Paul Millerd — Thu, 04 Sep 2025 00:22:47 -0500

I took questions from people for episode 200. Enjoy!

Click here to watch a video of this episode.

(00:00) - Introduction and Podcast Background
(03:28) - Future of Education and Teaching
(05:49) - Thoughts on Being a Prophet
(06:29) - Current Pulling Forces and Changes
(08:50) - Special Hardcover Edition Plans
(10:25) - Managing Financial Anxiety
(12:11) - Business Lessons from Corporate Life
(15:04) - Evolving Perspectives on Parenting
(17:35) - Self-Love versus Self-Improvement
(21:10) - Building Community and Future Plans
(23:13) - Courage and Sustainability on the Pathless Path
(27:20) - Practical Advice for Going Off the Beaten Path

NEW: The Pathless Path Hardcover Premium Edition

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📲Connect + Follow Paul

X: @p_millerd
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How To Retire Well: Dennis Owen on Moving Abroad, Building Community, Volunteering, Adapting to New Cultures, Creating Routine, Consulting After Retirement, Managing Money Mindset Shifts, Staying Current with Technology, Health Habits, Navigating Expat Li

Paul Millerd — Mon, 25 Aug 2025 07:00:00 -0500

In this episode, I talk with Dennis Owen about his journey from a long career in the airline industry to building a purposeful and active retirement in Chiang Mai, Thailand. Dennis shares how he intentionally “retired to” a new life filled with volunteering, consulting, and community involvement, rather than just leaving work behind. We discuss the challenges of adapting to a new culture, the importance of routine, staying curious, and the mental shift from saving to spending in retirement. Dennis emphasizes the value of purpose, continuous learning, and building a diverse community, while also sharing practical tips and book recommendations for anyone to continue to reinvent their path after work.

Click here to watch a video of this episode.

Topics Covered:

Transitioning from a long career to retirement
Moving abroad and adapting to a new culture
The importance of “retiring to” something, not just leaving work
Building routine and community in retirement
Volunteering and giving back
Consulting, ghostwriting, and staying mentally active
The mental shift from saving to spending
Staying current with technology and learning new things
Health, wellness, and daily habits
Navigating practical challenges of living abroad
Book and resource recommendations for retirement and reinvention
Advice for finding purpose and meaning after work

LINKS:

Chapters

(00:00) - Introduction and Guest Background
(01:56) - Early Career in the Airline Industry
(05:31) - Transition to Asia and Cultural Experiences
(08:07) - Volunteer Work and Personal Life
(15:51) - Retirement Philosophy and Activities
(22:15) - Creating Opportunities and Continuous Learning
(32:52) - The Reality of Retirement
(33:09) - Finding Meaning Beyond Money
(35:25) - Adapting to Technological Changes
(38:19) - Retiring in Chiang Mai
(42:34) - Balancing Health and Wellness
(44:17) - Embracing Lifelong Learning
(50:44) - Navigating Financial Decisions in Retirement
(59:02) - The Importance of Purpose and Learning

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
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📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
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Paul’s YouTube: Subscribe

🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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Worldschooling 2.0: Rekha Magon on Location-Independent Schooling, co-founding Boundless Life, Lessons during bed rest, rethinking family in a digital age, travel, freedom, and raising global citizens

Paul Millerd — Mon, 04 Aug 2025 22:59:33 -0500

In this video, I talk with Rekha about Boundless Life and the idea of location-independent education. We cover her background, what led her to start Boundless Life, and how the program works for families who want a different approach to learning and community.

For more:

(00:00) - Introduction to the topic of location-independent education
(02:34) - Rekha's background and early influences
(04:53) - Career beginnings and feeling unfulfilled
(09:21) - Transformative experience during pregnancy
(18:27) - Origins of Boundless Life
(25:55) - Breaking traditional education assumptions
(41:58) - Building community and relationships in Boundless
(49:28) - Funding model and future growth
(01:01:13) - Future plans and expansion

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
Paul’s YouTube: Subscribe

🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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The Inner Game of Work: Pranab Sachi on Codependent Origination, Rob Burbea, Quake Books, Attentional Co-Piloting, Michael Taft, and "Non-Success"

Paul Millerd — Mon, 28 Jul 2025 09:30:02 -0500

In this episode, I interview my friend Pranab Saachi, and we get specific about the ideas and influences that have shaped his thinking. We talk about codependent origination from Buddhist philosophy, the concept of “quake books” that have shifted his worldview, and his own approach to “attentional co-piloting” as a practical alternative to traditional coaching (which he then has me try out live on the call).

Pranab references teachers like Michael Taft and Robert Burbea, and explains how Internal Family Systems and Joe Hudson’s Art of Accomplishment have factored into his work. We also discuss his abandoned “Non-Success Podcast” idea and why he’s more interested in experiments than achievements.

Connect with Pranab here: https://www.pranabsachi.com/
Click here to watch a video of this episode.

Some topics we talked about include:

Codependent Origination (Buddhist philosophy)
Quake Books (life-changing reads)
Attentional Co-Piloting (Pranab’s coaching approach)
Michael Taft (meditation teacher)
Rob Burbea (Buddhist teacher)
Joe Hudson & Art of Accomplishment
Internal Family Systems (IFS)
The Non-Success Podcast (Pranab’s project idea)
Tim Ferriss, Wait But Why, Siddhartha, and more

(00:00) - Introduction and background
(10:33) - Career journey and exploration
(16:43) - Building authentic connections
(22:58) - Spiritual influences and meditation practice
(50:23) - Attentional co-piloting coaching session
(01:18:07) - Closing thoughts and contact information

NEW: The Pathless Path Hardcover Premium Edition

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X: @p_millerd
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Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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How much money do you need to quit? I debate with Nick Maggiulli (and rabbit holes: wealth > income, why COAST FIRE rocks, and more...)

Paul Millerd — Mon, 21 Jul 2025 08:38:36 -0500

In this episode, I'm pumped to welcome back Nick Maggiulli to the podcast (https://youtu.be/deMXbaI-Ir4). We dive into various topics about money and financial independence, with a focus on Nick's endorsement of the 'COAST Fire' strategy, something I accidentally embraced after quitting my job.

Nick shares his personal stories of financial challenges growing up and how these experiences shaped his approach to saving and spending. We debate the right time to take financial leaps and discuss how data-driven trends are making more Americans wealthier today. Nick introduces his wealth ladder concept and explains how it can help you live life on your terms.

His new book is here: https://www.amazon.com/Wealth-Ladder-Proven-Strategies-Financial/dp/0593854039
I loved his first book too: https://youtu.be/WWXPNK06r-k

Click here to watch a video of this episode.

(00:00) - Introduction and Guest Reintroduction
(02:31) - Diving into Personal Financial Stories
(05:49) - Spending Rules and Financial Philosophies
(12:14) - The Wealth Ladder Explained
(20:08) - Navigating Career and Financial Growth
(30:43) - The Impact of Wealth on Lifestyle
(41:34) - Inflation Adjusted Wealth Levels
(42:46) - Fears of Going Broke
(43:24) - The 4% Rule and Retirement
(46:34) - Coast Fire Explained
(50:59) - The Emotions of Money
(54:53) - Creative Paths and Financial Decisions
(01:00:49) - The Future of Writing and Publishing
(01:05:55) - The Impact of LLMs on Content Creation
(01:09:09) - Reflections on Financial Advice
(01:17:16) - Concluding Thoughts and Farewells

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
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📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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Following Your Inner Compass - Lawrence Yeo on his creative journey, sharing ideas, self-publishing, and playing the long game

Paul Millerd — Tue, 08 Jul 2025 06:21:00 -0500

Lawrence is one of my favorite creators. He shares with passion, vulnerability and care.

I chatted with Lawrence Yeo about his new book, 'The Inner Compass,' exploring themes of self-reflection, creativity, and the journey of writing and self-publishing. We discuss the importance of engaging with the world to gain a deeper understanding of oneself, the role of ambition in creative work, and the dynamics of traditional versus self-publishing.

Click here to watch a video of this episode.

To find his book and support his work:
BOOK: https://compass.moretothat.com
SITE: https://moretothat.com

CHAPTERS
00:38 The Journey of Self-Reflection

01:12 Creativity and Connection

06:38 The Nature of Creativity

08:55 Success and Inner Fulfillment

16:51 The Risk of Authenticity

18:51 Self-Publishing Insights

36:51 The Power of Short Books

38:06 Self-Publishing vs. Traditional Publishing

39:58 Creative Intentions in Writing

42:07 Overcoming Fear in Publishing Choices

44:17 The Pathless Path: Choosing Your Journey

47:48 The Next Book: Exploring Money and Identity

52:05 Innovative Approaches to Book Launches

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
Paul’s YouTube: Subscribe

🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
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Hustle & Flow - Jack Moses on dropping out of school, hustle culture, spiritual paths, finding flow, and travel as transformation

Paul Millerd — Tue, 01 Jul 2025 00:26:12 -0500

In this episode, I have a conversation with my friend Jack Moses. Three years ago, Jack emailed me after reading my book, declaring he was dropping out of college. Over time, I've been amazed by his life's actions, from embracing hustle culture to diving deep into spirituality. Recently, Jack led a retreat in Thailand, inspiring me with his courage and optimistic outlook. Join us as we discuss spiritual journeys, trusting our paths, and taking bold steps early in life.

You can check out his podcast too

(00:00) - Introduction to Jack Moses
(01:14) - Jack's Journey: From Hustle to Spirituality
(01:34) - Meeting in Chiang Mai
(03:12) - The Impact of Travel
(07:54) - Returning to School for Football
(08:38) - Navigating the Real World vs. School
(16:22) - The Challenges of Hustle Culture
(19:40) - Writing and Creativity
(24:02) - Spirituality and Personal Growth
(32:13) - Human Design and Life Strategies
(40:42) - Launching the Hardcover Version
(41:43) - Living in Mexico During COVID
(43:48) - The Pathless Path and Finding Flow
(44:45) - Balancing Work and Family
(45:44) - Exploring Synchronicity and Consciousness
(47:13) - The Journey of Writing and Creativity
(52:31) - Navigating Relationships and Freedom
(01:09:42) - The Decision to Move to Asia
(01:11:57) - Publishing and Creative Independence
(01:13:36) - Final Reflections and Gratitude

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
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Paul Q&A Episode - Moving to Asia, Parenting, Preparing for Kids, Pathless Hardcover Art Edition

Paul Millerd — Fri, 30 May 2025 01:16:57 -0500

Personal updates about life, including his recent move back to Asia, reflections on work and career paths, parenting experiences, and insights into education and self-publishing. I share the challenges and joys of parenting, how I think about decisions in regards to kids, and evolving thoughts on publishing and creative projects.

Topics
00:00 Introduction and Life Updates
05:32 Reflections on Career Paths and Work Culture
08:43 Family Relocation and Adjustments
11:06 Traveling with Children: Tips and Experiences
14:40 Advice for New Parents
17:34 Approach to Education for Children
20:33 Self-Publishing Journey and Future Projects

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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Becoming A Writer - Nat Eliason on his upcoming fiction release, traditional publishing vs. self-publishing, AI tools, tinkering, readers, launch plans

Paul Millerd — Wed, 14 May 2025 09:57:15 -0500

Hello! I'm back! Expect a slow ramp, but there are new episodes coming!

I talked with Nat Eliason about his journey as a writer, from early experiments with ideas to fully embracing writing as a career. We discussed the challenges and rewards of moving from nonfiction to fiction, the trade-offs between traditional and self-publishing, and the importance of audience engagement. We also explored how AI is impacting writing, strategies for gathering feedback, and fiction’s role in addressing societal issues. Nat closed by sharing his vision for the future of his writing and the opportunities ahead.

Links & book info!

Husk Special Direct Sale: Buy here or https://shop.nateliason.com/products/husk
Husk on Amazon: Buy here or here
More of Nat's stuff: His Website and newsletter

NEW: The Pathless Path Hardcover Premium Edition

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"Dirtbag Rich" - Blake Boles & I Talk About Extracting More Freedom From Life

Paul Millerd — Mon, 17 Mar 2025 10:19:46 -0500

Links:

Podcast
Blake Boles
Dirtbag Rich Site: https://www.blakeboles.com/dbr/

Episode Desription
Paul Millerd is a 39-year-old writer, ex-consultant, and advocate for ditching the default path in favor of what he calls “the pathless path.” (pmillerd.com / @p_millerd)

Paul walked away from a promising corporate consulting career—think McKinsey, prestige, and six-figure salaries—to pursue a life of writing, experimenting, and global wandering. He describes how he initially struggled with unlearning his achievement-oriented mindset, why the idea of good work (work that energizes) became his guiding principle, and how his first self-published book, The Pathless Path, briefly and unexpectedly earned six figures.

We discuss the philosophical basis of work and money, how to avoid the traps of both scarcity and overachievement, and how the value of exercising your freedom is limited by how others exercise their own freedom. (In other words: if you're free to hike on a sunny Wednesday afternoon, and no one's available to go with you, are you really free?)

Paul and his wife have a young daughter, and they struggle to find and live near other, like-minded families. We talk about how online communities help Paul stay connected while living nomadically between Texas and Taiwan and how online self-education was invaluable to his success. We conclude with a discussion of navigating fear and uncertainty on the pathless path.

Throughout the conversation, Paul stays refreshingly honest about the tensions between freedom and stability, the allure of easy money, and the ever-present temptation to fall back into old habits of achievement and validation. Energized by this conversation, I ended up talking more than usual about the tricky balance of factors that leads to a Dirtbag Rich existence.

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Matt Yao Interviews Me

Paul Millerd — Thu, 05 Dec 2024 16:49:28 -0600

This was a fun episode. A friend, Matt Yao, reached out to see if he could interview me about my recent book, Good Work.

We first connected when he called me in the summer of 2022. He was in the middle of my book and knew he needed to quit his job.

Over the last few years, he's been on a transformational journey, experimenting with writing, coaching, and several other side quests.

Hope you enjoy this conversation.

You can learn more about Matt here: Matt Yao

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Building A Life Around Good Work (Paul Interviewed by Abel James)

Paul Millerd — Tue, 05 Nov 2024 18:53:41 -0600

You can follow Abel's podcast here: Abel James Show

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Good Work is Live! (Audiobook preview)

Paul Millerd — Fri, 11 Oct 2024 12:12:39 -0500

Check out and purchase Good Work here: https://pmillerd.com/goodwork

Or from Amazon directly: https://amzn.to/4gwRSCN

#175 20 Families as a "Traveling Village - Nikolaj Astrup on his experiment living in Thailand, Vietnam, and Japan with 20 families from around the world

Paul Millerd — Wed, 26 Jun 2024 14:13:42 -0500

#174 Agency Is A Skill — Cate Hall on leaving law for poker, developing agency, deterministic vs probabilistic economy, risk, burnout, asking dumb questions, defining ambition, seeking real feedback, and the surface area of luck

Paul Millerd — Wed, 29 May 2024 08:48:50 -0500

Cate seemed to be fully entrenched on the default path — she had graduated from Yale and became the Supreme Court advocate on her way to becoming a partner in her law firm. But she didn't want to live the lives of the people around her. She pivoted hard, you could almost hear car brakes squeaking as she made the turn, and over a year she became the number one female poker player in the world. She later started art and perfume companies and led operations at Avlea — a pandemic medicine company. One might think she's simply a superhuman, and what she did is beyond the grasp of mere mortals, but Cate claims that agency is learnable and joins the podcast to tell us how.

🎥🍿 YOUTUBE: WATCH HERE

Links:

X (Twitter): @catehall
LinkedIn
Cate's Article — How to be More Agentic

⌛TIMESTAMPS

(00:00) - Intro

(02:27) - The scripts that Cate grew up with

(06:52) - Doors-opening credentials?

(10:43) - Leaving law for poker

(18:57) - Developing agency, learning form the others

(24:02) - Deterministic vs probabilistic economy

(27:13) - Risk and the diminishing prestige of the traditional paths

(31:30) - Burnout

(37:40) - Asking dumb questions

(42:19) - Defining ambition

(43:59) - Seeking actual feedback and how everything is learnable

(50:31) - The surface area of luck

(58:05) - Closing remarks

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1 Year Dad Reflections - Conversation with Sky King & Nat Eliason

Paul Millerd — Mon, 13 May 2024 01:00:00 -0500

This is from Sky King's podcast: https://skmp.supercast.com/

Guest info:
Nat: https://www.nateliason.com/

Nat also has an amazing book coming out which I highly recommend, "Crypto Confidential": https://amzn.to/44BJ74I

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#173 Solopreneurship After Burnout — Justin Welsh on burnout, taking ownership of his time, struggling with a results oriented mindset, non-monetary success, becoming a top LinkedIn influencer, income goals, The Creator MBA, dealing with fears around money

Paul Millerd — Tue, 16 Apr 2024 09:42:52 -0500

Justin is a former startup executive who helped build two startups past valuations of $1B, teams of 150+ people, and raise over $300M in venture capital. Now he’s building his one-person knowledge business toward $5M in annual profit.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(01:54) - The scripts that Justin grew up with

(10:19) - Attention and social media

(12:03) - Liking your job, the interest curve & having goals

(16:15) - Justin's burnout, finding a new path & taking ownership of your time

(25:50) - Not starting earlier & struggling with a results oriented mindset

(32:06) - Creativity, non-monetary success & business as a creative act

(38:29) - Being the nr. 1 LinkedIn influencer

(42:50) - Income goals on the solo path

(47:29) - The Creator MBA & Brennan Dunn

(52:29) - Not making the solo career a job & fears around money

(58:07) - Avoiding emotions, confidence

(01:02:37) - What's Justin excited about

(01:04:18) - Closing remarks

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#172 Success In The Second Half Of Life — Henry Oliver on John Stuart Mill, Samuel Johnson, Penelope Fitzgerald, why we shouldn't dismiss Gladwell, writing, late bloomers, the importance of finding the others, Tyler Cowen's help and the lessons from Audrey Sutherland

Paul Millerd — Mon, 01 Apr 2024 16:33:39 -0500

Henry is a writer, speaker and brand consultant. He joins the podcast to discuss his upcoming book — Second Act — in which he analysises the phenomenon of late bloomers and what we can learn from them.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(01:09) - Guest introduction

(01:55) - The scripts that Henry grew up with

(06:08) - John Stuart Mill

(08:39) - Samuel Johnson

(15:21) - "The common reader" & Why we shouldn't dismiss Gladwell

(18:39) - Writing

(22:23) - His book about the late bloomers

(29:08) - Penelope Fitzgerald

(34:36) - Is it too easy to share your writing?

(37:37) - The importance of finding the others

(41:40) - Conversations, talking to yourself and writing

(44:12) - Getting disappointed early

(48:50) - There is no actual average person, the importance of taking variability into account

(53:27) - How writing a book changes people

(56:08) - Tyler Cowen and the power of the internet

(58:45) - What Samuel Johnson would be working on today?

(01:00:34) - The lessons from Audrey Sutherland

(01:05:51) - Closing remarks

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#171 "All Work Is Noble," Montessori, and Kids & Work — Matt Bateman on starting growing up with the internet, digital and industrial literacy, studying philosophy and learning how to teach, starting the Guidepost school network, how to train teachers, how children learn and work, values in education, agency, and writing his new book

Paul Millerd — Mon, 25 Mar 2024 14:25:39 -0500

Matt Bateman has a PhD in philosophy. He has abandoned the academic career, to pursue education in the Montessori system. A dad of three, he is passionate about educating children. Having worked a lot with training the teachers in the Montessori approach, he has now taken a step back to focus on writing his book.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Matt's Twitter — @mbateman
montessorium.com
guidepost

⌛TIMESTAMPS

(00:00) - Intro

(01:52) - The scripts that Matt grew up with

(05:38) - Growing up with the internet

(08:40) - Kids and technology, digital and industrial literacy

(14:31) - Babysitting, PhD in Philosophy and learning how to teach

(18:05) - Getting into Montessori

(20:00) - Starting the Guideposts & How to train good teachers

(24:48) - The pathological approach to work we learnt and how little children naturally want to help

(33:26) - “All work is noble”

(41:27) - The role of values in education through history

(49:09) - The Montessori system, differences in non-alphabetic writing systems

(54:17) - Agency as the aim of education

(59:28) - Advice for parents, the pros and cons of college

(01:06:08) - Matt’s new book & the hidden bad value system taught in modern schools

(01:10:22) - Closing remarks

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#170 Apprenticeships, Sabbaticals & "Good Work" — Steve Schlafman & Matt Yao on slowing down, deprogramming, unlearning, learning from others, deciding to quit, going on a sabbatical, not being jealous anymore, competitiveness and enoughness, finding good work, ambition, the apprenticeship, Downshift, decelerator, marriage, family and reframing money

Paul Millerd — Mon, 18 Mar 2024 14:09:38 -0500

Steve is a professional coach and the founder of Downshift — the world's first decelerator. He has left a career in venture, but he remains ambitious, it's just that his ambition is now to have a good, multidimentional life, where he can be a good dad for his kids.
Matt has left a traditional path early on to write, travel and discover his own path. When he met Steve, he offered him to become his apprentice and joined Downshift.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(03:12) - The scripts that Steve & Matt grew up with

(05:58) - Slowing down, deprogramming and unlearning

(12:50) - The cocoon stage

(15:03) - Deciding to quit

(19:23) - Learning from others on the path and having children

(26:16) - Trust

(29:27) - Matt's sabbatical, finding good work

(35:24) - No jealousy, competitiveness vs enoughness

(39:34) - Matt's apprenticeship with Steve

(48:43) - Putting yourself in a place where it's easy to help you

(52:41) - Downshift & Ambition

(01:03:12) - Marriage & Family

(01:11:00) - Reframing money, skiing and oatmeal

(01:17:21) - Launching decelerator

(01:21:32) - Closing remarks

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#169 "2M Subscribers, I love what I do, should I take a break?" — David Pakman on finding good work early, , how money and motivation changed over time, finding a balance in content creation, life after YouTube, his doubts about taking a sabbatical, having a daughter, dealing with public recognition and hateful comments, the lack of role models

Paul Millerd — Tue, 12 Mar 2024 09:32:46 -0500

David Pakman is a political commentator and the host of The David Pakman Show. He joins the podcast to explore a possible paradigm shift in the way he approaches his work and life after the birth of his daughter.

🎥🍿 YOUTUBE: WATCH HERE

Links:

The David Pakman Show
X (Twitter): @dpakman
YouTube: David Pakman Show
Instagram: david.pakman

⌛TIMESTAMPS

(00:00) - Intro

(02:10) - The scripts that David grew up with

(04:24) - David's first steps on the internet

(07:11) - Finding an alternative path

(12:09) - Advice for young YouTubers

(14:15) - Money, motivation, workflows and how they changed over time

(19:13) - Imagining life after YouTube, doubts about taking a sabbatical

(28:55) - Having a child

(31:29) - Taking time off and fans

(35:14) - Divisive politics, public recognition and hateful comments

(42:26) - Growth ceiling, YouTube colleagues and the lack of clear role models

(47:38) - The dynamics of creator economy, YouTube & other creative projects

(53:55) - David's inspirations, what does he read

(57:53) - Closing remarks

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#168 Building With "margin for life" — Justin Jackson on lessons from running a skate shop, optimizing for profit, running a "calm company," co-founding Transistor, having kids early, designing margins and how money actually does make him happy

Paul Millerd — Tue, 27 Feb 2024 09:28:13 -0600

Justin is the co-founder of Transistor, a podcast hosting platform on which The Pathless Path podcast is hosted. Justin is passionate about designing his company so that all the team benefits. He achieves that by making sure that there is always a financial margin as well as a "margin for our emotional health, margin for our physical health, margin for life."

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:11) - Guest introduction

(03:28) - The scripts that Justin grew up with

(08:19) - Lessons from running a skate shop

(14:13) - Optimizing for profit in business

(26:47) - The opportunities on the internet, staying in the water, the survivor bias

(36:06) - Getting into digital business

(43:08) - The importance of the customer support

(45:27) - "A calm company" — designing the company to make their lives better

(54:34) - How Transistor has changed Justin's life?

(54:58) - Having kids early and how more money actually made him happy

(57:19) - How Justin approaches money

(59:51) - Navigating the changes in the podcasting platforms

(01:08:28) - The next chapter for Justin

(01:10:20) - Where can we find out more about Justin?

(01:11:21) - Closing remarks

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#167 Wandering in the Wilderness — Dom Francks on confronting fragility, his love of nature, the disconnect from nature, working as a software engineer, viewing yourself as a piece of poetry, how we're always embedded in nature and being guided by intuition

Paul Millerd — Mon, 19 Feb 2024 22:28:57 -0600

Dom is the lead guide at the VIVIFY Regerative Leadership Program. He helps leaders develop by taking them on an 8-day backpacking expedition in the Sierra mountains. Dom is passionate about preserving the natural world, staying connected to it and practicing aliveness.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Personal website
VIVIFY (Get $500 off if you mention this podcast)
Substack

⌛TIMESTAMPS

(00:00) - Intro

(02:16) - The scripts Dom grew up with

(07:38) - Dom's grandfather, a WW2 vet

(10:03) - Experiencing hardship, confronting the fragility

(17:17) - Dom's love of nature

(18:59) - Stanford & Golf

(22:39) - Balancing wilderness education and software engineering

(31:55) - How to avoid being perpetually dissatisfied

(33:44) - Viewing yourself as a piece of poetry

(37:42) - How liking your work makes you better at it

(39:33) - We're always embedded in nature

(42:45) - How to connect with nature

(51:07) - Leisure and wandering

(55:30) - Being guided by intuition

(01:03:19) - Closing remarks

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#166 Breaking Free of the Rules — Rick Lewis on being a child actor, dropping out of college, being a professional juggler, street performing and a clowning, the corporate world as an outsider, breaking rules, parenting and how to reinvent yourself

Paul Millerd — Mon, 12 Feb 2024 20:11:45 -0600

Rick Lewis could be succinctly described as "a speaker, author & professional consultant", but such technical labelling wouldn't paint a fair picture of who he really is. He describes what he's doing as "intelligent misbehavior". He's public appearances have a much deeper goal than just pure entertainment. Rick is passionate about discovering and breaking the hidden rules that rule our behavior and stifle our growth as people.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(01:09) - Guest introduction

(01:57) - The scripts that Tick grew up with

(09:05) - College & Entrepreneurship

(15:06) - Guided by joy

(20:59) - Getting support from others

(25:30) - Public speaking, writing the book, how to avoid plateauing

(40:41) - Observing the corporate world as an outsider

(43:29) - The biggest takeaways, finding the throughline

(01:00:03) - Parenting & aging

(01:07:56) - How to approach public speaking?

(01:13:22) - Rapid fire questions with Rick

(01:16:22) - Where can we learn more about Rick?

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#165 Gardening in the Digital Ecosystem — Kevin Espiritu on his fascination with the early Internet, how Poker broke his brain on money, starting his YouTube channel, Epic Gardening, taking a long term perspective, how to structure a video, transforming his YouTube channel, introducing new people to his audience, the probabilistic mindset and what he learnt from poker that helps him in his life

Paul Millerd — Mon, 05 Feb 2024 06:54:00 -0600

Kevin is the man behind the Epic Gardening channel. Although he had not read the Pathless Path at the time of the recording of this episode, he seems to be living it with every breath he takes. The only constant thing in his life seems to be that is constatly reinventing himself. From professional poker, gaming, web design, indie consulting, blogging to running a huge YouTube channel about gardening with almost 3 mil. subscribers, we meet at his next crossroads, after he's decided to take a step back from running the show personally day to day.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(02:14) - The scripts that Kevin grew up with

(04:04) - Getting fascinated by the Internet as a child

(08:56) - Poker and how it broke his brain on money

(14:42) - Quitting poker

(20:55) - Starting his YouTube channel

(32:11) - The similarities and the differences between playing poker, gaming and content creation

(38:57) - Taking investment, restructuring

(43:53) - Creating down to earth, accessible videos

(48:56) - Expanding, introducing other people to the audience

(53:40) - The probabilistic mindset

(57:56) - Promoting books — asking for help

(01:06:43) - What's next for Kevin

(01:08:13) - Closing remarks

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[Repost] My Nervous System Guru & Friend - Jonny Miller on His Own Pathless Path, Grief, Friendship, David Whyte & More

Paul Millerd — Mon, 29 Jan 2024 20:15:50 -0600

Enroll In The 5th Cohort of Nervous System Mastery: You can get $250 OFF using the code PATHLESS => nsmastery.com

Jonny Miller is a dear friend and I've had the privilege to get to know him closely over the past four years on our own journeys. We've lived in Japan, Indonesia, and Mexico together. When we met we were both single but now are both married in cross-country relationships and have navigated finding work that matters, getting married, and living in foreign countries together.

🍿Watch on YouTube

This conversation was really special.

Links:

My interview with Jonny on The Curious Humans podcast
Paul's Interview with Al Humphreys
The Three Marriages (David Whyte)
Jonny's TEDx Talk on Grief

----

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#164 Transformation For High Achievers — Joe Hudson on growing up with an alcoholic father, living around the world, transformation and self-discovery, becoming comfortable with yourself, emotional fluidity, expressing emotions, and the art of parenting

Paul Millerd — Mon, 11 Dec 2023 16:12:49 -0600

Joe is an executive coach and the founder of the Art of Accomplishment. Having worked as a venture capitalist, a consultant and an international banker, Joe discovered meditation on a trip to Asia and has practiced it since for over 25 years since then. Meditating as well as a deep study of various spiritual, psychological and neurological traditions allowed him develop his unique ability to help others with personal transformation.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Art of Accomplishment
Podcast
X (Twitter): @artofaccomp
Instagram: theartofaccomplishment

⌛TIMESTAMPS

(00:00) - Intro

(02:05) - Childhood, growing up with an alcoholic father and the scripts Joe grew up with

(08:28) - Learning from living all around the world — transformation and self-discovery

(15:16) - The role of meditation in Joe's journey

(21:22) - The concept of 'trying' and its impact

(25:44) - Becoming comfortable with oneself & The importance of emotional fluidity

(33:17) - Expressing emotions & parenting

(51:54) - Dealing with skepticism, exploring the role of money in personal transformation

(01:07:17) - Empowering individuals to view their boss as a client

(01:08:29) - Creating courses on vulnerability, impartiality, empathy, and wonder

(01:11:26) - Closing remarks

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[Replay] Reinventing After Quitting A Top Job At Amazon - Christine Bader

Paul Millerd — Mon, 27 Nov 2023 05:14:00 -0600

Christine Bader is currently living in Bali, Indonesia, where she is spending time focused on her family and self. She is the author of The Evolution of a Corporate Idealist: When Girl Meets Oil and the former head of CSR for Amazon before leaving in 2017, a journey she details in an amazing essay titled “The year I learned to quit.”

She talks about leaving the corporate world and shifting her focus from building a career to building a life.

Topics Discussed:

Corporate social responsibility
Taking a sabbatical in Bali
Building a life
The greek concept of Kairos
Working in Asia
Working at Amazon

Recommended Reading

Can a business of any size be good?
The Year I Learned To Quit (New York Times)

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[Replay] Taking a "structured sabbatical" & Calm Companies - Jacqueline Jensen

Paul Millerd — Mon, 20 Nov 2023 10:16:00 -0600

Jacqueline Jensen has been a digital nomad for 3.5 years, living and working globally. It might surprise you to find out then, that she's written a book called "Travel Isn't The Answer." While counter-intuitive, she argues for a return to awe and wonder with what is already around us. She talks about different moments of wonder she has experienced (including a breathtaking view in Montenegro) and different techniques for how people can "Live With a Sense of Curiosity, Passion, and Awe Anywhere and Everywhere" (the subtitle of the book).

Last year, in a planned sabbatical she came face-to-face with the fact that work was the center of her world. While she almost "quit" the sabbatical, she pushed herself to redefine her day and time to claim back some of herself from a sole focus on work. She provides many actionable tips and perspectives that can help people question the role of work in their lives, take steps to increase the amount of awe in their lives and connect with people that matter to them.

More About Jacqueline:

TedX Talk
Twitter: @JackieMJensen & LinkedIn: Jacqueline Jensen
Book: Travel Isn't The Answer (Amazon)

Recommendation on getting outside of your comfort zone:

Check out local music: sofarsounds.com
Go to an art museum
Travel-as-a-service recommendations discussed: Hacker Paradise, Recess Labs, Roam, Outsite
App for re-aligning your day: Today

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[Replay] Starting a "tribe" and living on an island with three kids - Ben Keene

Paul Millerd — Mon, 13 Nov 2023 05:13:00 -0600

After attending a few corporate recruiting sessions, he didn't take for granted that his path was to enter the corporate world. Twenty years later, he is still carving his own path and has recently returned from Koh Lanta, where he lived with his three children in Thailand for the last six months.

We Talked About

Ben starting a "tribe" in Fiji
Early internet adventures
His experiences coaching people with career transition
The decision to move to Thailand with his three kids for six months
Using "no code" tools to start things like Rebel Book Club
How to think about a career in today's world
How finding a friend is one of the most important things to head in a new direction

Links Mentioned:

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[Replay] How "total work" took over the world - Andrew Taggart

Paul Millerd — Mon, 06 Nov 2023 07:19:00 -0600

Andrew is a Practical Philosopher who believes that "there may be no greater vexation in our time than the question of how to make a living in a manner that accords with leading a good life." We dive deep into the questions of "what is the good life?" and what he means by "sustaining life." He also shares his perspective on the concept of "Total Work," a phrase first put forth in 1947 by the German Philosopher Josef Pieper, and shares how that phrase became central to his current writing on the topic and conversations he has with business leaders and executives.

We also dive into his dichotomy of the three modes people could think about to make a living:

Use what you've got
Exchange what's in hand
Offer what you can

He reflects on our modern culture's over-reliance on exchanging our time for money while ignoring how we can live off the land and operate within the gift economy. Next, we talk about some of the different modes of living (whether it be a "settler", nomad or somewhere in between) and the implications for the community in society as a whole as well as how has dealt with that with his wife.

Finally, Andrew offers three practical steps people can take to re-engage with life and try to understand what "a life worth living looks like" that does not include the advice to just quit your job.

Dis-identify with the identity of the worker: Questioning whether you truly only are a worker, a CEO, a marketing manager, an accountant, etc...
Begin an inquiry into the question "If I am not a worker, then who am I?": What else is worth living for? What practices do I want to have in part of my life? What relationships and conversations nourish me?
The question whether or not the life you have defined is "sufficient": Are you thinking deeply enough about the question of who you are?

Andrew's Writing & Site:

Other Writing Mentioned:

Josef Pieper's Leisure, The Basis Of Culture
Andre Gorz, Reclaiming Work
David Graeber, Bullshit Jobs

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[Replay] We Adopted a 4-Day Workweek - Tash Walker

Paul Millerd — Mon, 30 Oct 2023 06:15:00 -0500

Tash Walker is the founder of a firm and spends her Fridays making marmalade.

Before instituting a four-day workweek at her firm, The Mix, she barely had time for her relationships. She decided to start doing research about different ways of working. There had to be a better way than the default options of "Summer Fridays" and "flexible work," that never seem to make less anxiety or stress-ridden.

In her research, she discovered many examples of Swedish companies embracing 4-day workweeks and also found that when they instituted it, they often helped improve productivity. After bringing the option to her team at The Mix, they decided to do a three-month trial. They didn't even tell their clients.

The funny thing? The clients didn't even notice. Even better, when they shared it with their clients - they weren't offended. They were curious to learn more and impressed that they had prioritized their people. While many quickly reflex to "well that can't work here," Tash and her team went forward anyway and have shown that a 4-day work week can work and it can work in professional services - an industry where many take for granted the fact that you should always be available for your clients.

Beyond improving the lives of the people at the firm, they achieved some incredible results:

Revenues up 57%
Absenteeism down 75%
Productivity stayed the same
Doubled the number of clients
Client referrals up 50%

Want to learn how to make this happen at your company? You can download their "4-day week" report which is one of the best reports I've seen on the future of work.

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[Replay] Living On A Boat for 1.5 Years - John Zeratsky

Paul Millerd — Mon, 23 Oct 2023 06:12:00 -0500

John Zeratsky was a designer in the tech industry has worked with hundreds of startups in his time at Google Ventures. He’s also obsessed with redesigning time and thinking about what matters in life. Earlier this year he just got back from 18 months living on his boat "Pineapple" with his wife sailing around Central America, which he wrote about in an article titled “What quitting my job to sail around central america taught me about fulfillment.”

In this conversation we talk about:

Growing up in a small lake community
His love of sailing growing up
Why him and his wife change their mind on taking the trip in 2015
Rethinking convenience and comfort
What comforts are worth paying for
Belonging and community
How his relationship with money has changed
How him and his wife are structuring their life to work how they want
The one change that helps people be less addicted to their phones

Links Mentioned:

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[Replay] Packy McCormick on Injecting Fun To Newsletters

Paul Millerd — Mon, 16 Oct 2023 09:34:57 -0500

Packy says that his differentiation "is that I’m going to be having more fun than most people”

I've been a big fan of the energy he's brought to his writing over the past couple of years. But he didn't set out to have a popular newsletter. His real plan was to launch an in-person community.

We chat about how the pandemic helped him figure out why that wasn't a good idea and how he's thinking about his solopreneur journey.

The reason I asked him on the podcast is to talk about his recent newsletter on the future of work. He argues that “Employees will ultimately make the decision” about what work looks like post-pandemic. I think he is mostly right and we talk about what that might mean for people's lives.

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#163 Luck Maximization — Jovian Gautama on being Indonesian in Taiwan, learning English from MTV and Reddit, graduating from a tourism high school, selling steel, podcasting, learning "tech" online, becoming the CEO of Castro

Paul Millerd — Thu, 12 Oct 2023 10:19:13 -0500

Jovian is an Indonesian living in Taiwan, who is deeply immersed in the American pop culture through the power of the internet. His background in tourism helps him with problem solving and talking too people, he has learnt English from watching MTV, got one of his first jobs because he was browsing Reddit and he is now the CEO of Castro, the podcast app. Jovian is a magnet for opportunities, which apparently come to him simply because he just assumes that people are nice.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Castro
X (Twitter): @jovvvian

⌛TIMESTAMPS

(00:00) - Podcast intro

(02:28) - Jovian growing up

(08:07) - Learning English from MTV & being an Indonesian in Taiwan

(18:55) - Structure vs freedom, selling steel

(26:04) - Getting into tech

(30:20) - How fast the internet is changing everything

(36:41) - How did working in tech change Jovian?

(40:26) - The internet and the global economy

(44:46) - Hosting a podcast, becoming self-employed

(01:02:27) - Becoming the CEO of Castro

(01:11:28) - Defining "career" & the surface of luck

(01:24:22) - Closing remarks

(01:25:35) - Outro

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#162 Money, Work, Parenting & 1 Month In Taiwan - Angie & Paul on money scripts, cultural differences, being Taiwanese in the US, being American in Taiwan, perceptions of work in their families, life with a newborn, impostor syndrome, remote work and travel

Paul Millerd — Mon, 18 Sep 2023 07:53:02 -0500

After a month spent in Taiwan and 6 months into parenthood Angie & Paul share their thoughts and take some deep dives into various other topics.

🎥🍿 YOUTUBE: WATCH HERE

⌛TIMESTAMPS

(00:00) - Podcast intro

(03:15) - How Angie & Paul think about work & money?

(11:10) - Cultural differences, ask vs guess

(15:56) - Defining work, feedback from the family

(23:20) - How are Angie & Paul thinking about having kids?

(30:07) - Angie's relationship with writing

(44:58) - Accepting compliments & the imposter syndrome

(47:15) - Being Taiwanese in the States, being American in Taiwan?

(01:09:38) - Being remote and travelling

(01:14:47) - Closing remarks

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#161 9 Year Identity Crisis?! - Tom Critchlow on being stuck, indecisiveness, going to wander, taking every 7th week off, strategically dropping the ball, hiring an editor, and fear of finishing his book

Paul Millerd — Wed, 23 Aug 2023 07:11:58 -0500

Tom and Paul talk through Tom's challenges at this inflection point in his indie career, a book he's planning on shipping and how to think through indie consultant identity crises

🎥🍿 YOUTUBE: WATCH HERE

Links:

Tom's Site: https://tomcritchlow.com/
Strategic Independent: Book Draft

⌛TIMESTAMPS

(00:00) - Intro

(01:09) - Guest introduction

(03:33) - Tom's problem — indecisiveness

(07:47) - What does Tom think he should be doing?

(10:10) - Not working, go and wonder, owning time

(14:27) - 7th week off, shaking things up

(18:36) - Strategically dropping the ball

(23:40) - Should Tom hire an editor?

(25:34) - The fear of finishing the book

(34:19) - The last 10% are the hardest

(36:36) - Writing the introduction, injecting the book with a personal story

(40:56) - Preselling his book as a motivation?

(42:30) - How Paul was pushing Tom to write his book

(44:19) - Closing remarks

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#160 - Why Manifesting Works — Erin Doppelt on how living in Israel and India changed her life, "snapshot manifestation", why women should work aligned with their menstrual cycle, entrepreneurship as freedom for women, pregnancy, and her new book

Paul Millerd — Mon, 14 Aug 2023 09:52:19 -0500

Erin is a spiritual psychology and meditation teacher, with a background in clinical psychology. She believes in experiencing rather than explaining and because of that she has been drawn to travel to places like India and Israel, which have helped her connect to her roots and to what matters. Erin is passionate about discovering her true self, meditation, snapshot manifestation, and taking aligned action. She is finishing up a new book and is about to have her first child — a new chapter for which she prepares herself with her partner.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(02:13) - The scripts that Erin grew up with

(06:34) - Early awakening & the inner guru connection &

(12:12) - Being lost, seeking the highest possible timeline

(20:49) - Snapshot manifestation & Aligned action

(33:42) - Travelling to get to know herself better

(38:10) - Women & work, misalignment and seeking freedom as entrepreneurs

(42:05) - Pregnancy & designing life around children

(50:49) - Pause, pray, pay attention - The PPP method

(56:00) - Erin's new book, her path role models & the new chapter of her life

(01:06:37) - Where can we find Erin?

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#159 Living Intentionally After "Enough" - Bilal Zaidi on leaving Google, emigrating to the US, video games, the intensity of New York, writing poetry and spoken word, travel vs vacations, and money and creativity

Paul Millerd — Thu, 10 Aug 2023 02:57:04 -0500

Bilal was born in London to a family of Pakistani descent. A curious kid, with an interest in computers, he developed a successful website with over 500 000 readers in his teens. He ended up working at Google in the US. After a while Bilal has left the company to carve his own path. He has founded Creator Lab and discovered a passion for spoken word poetry, which enables him to better connect with his family

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

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#158 From Rugby to TikTok Influencer — Ben Mercer on navigating the transitional periods in his life, being a professional athlete with an English literature degree, the diversity of the rugby world, various motivations in sports, his passion for rugby, his love of reading and writing, self-publishing and becoming a Tik Tok creator

Paul Millerd — Mon, 31 Jul 2023 08:40:15 -0500

Ben was a professional rugby player with an English literature degree — something not unheard of in the diverse rugby world, but also certainly not usual. After retiring from the sport, he was confronted with the task of redesigning his life. Although it was initially tough, he took the slow approach of focusing on the things he enjoys doing, which proved very beneficial in the long term. Ben has self-published 3 books so far, he is freelancing, running courses and he recently became a rising TikTok creator.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter — @bcemercer
Personal page — benmercer.me
Ben's Newsletter
Tik Tok — bcemercer
Instagram — bcemercer

📚 Ben's books:

⌛TIMESTAMPS

(00:00) - Intro

(02:36) - The scripts that Ben grew up with

(05:28) - School, University and Rugby

(18:49) - The transitional period in France

(26:03) - Transitioning to a new life

(38:06) - Getting into writing

(56:23) - Becoming a Tik Toker

(01:06:25) - What did Ben learn from sports

(01:09:21) - Closing remarks

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#157 Parenting & Our Future - Paul & Angie Check-In on Five Months of Parenting, Unexpected Happiness, Parenting Scripts, and The Time Bucket Exercise from Die With Zero

Paul Millerd — Fri, 28 Jul 2023 08:40:33 -0500

I'm trying to convince Angie to do more episodes, so if you like it please let us know by e-mailing both of us here.

(00:16) - - Introduction and agenda for the podcast
(04:14) - - Balancing work, fitness, health, and parenthood
(14:14) - - Growth of their child and the emotional journey of parenthood
(16:14) - - Financial situation and the concept of abundance
(27:14) - - Sharing a parenting mistake they made and how they learned from it
(38:16) - - Learning new skills and therapies
(49:15) - - Angie's art business and the importance of a positive mindset
(54:17) - - Future plans and dreams, including travel and education
(56:16) - - Upcoming trip to Taiwan and the cultural differences they anticipate
(01:04:15) - - Conclusion and plans for future podcast episodes

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#156 Saying "no" to something good — Jenny Blake on the inner CFO, spending every penny just to try, working at Google, running towards something vs. running away, creating assets for yourself, making yourself discoverable, and seeking advice from "friendtors"

Paul Millerd — Mon, 24 Jul 2023 07:00:00 -0500

Jenny is an author, international speaker, career and business strategist and executive coach. She has worked in a start up during her college years and then she worked at Google. At some point she decided to follow her passions and left her job. She has already written three books, she runs a business on intuition and she continues discovering her own path.

🎥🍿 YOUTUBE: WATCH HERE

Links:

itsfreetime.com
pivotmethod.com
book royalty calculator

Jenny's Books:

⌛TIMESTAMPS

(00:00) - Podcast intro

(01:09) - Guest introduction

(02:30) - The scripts that Jenny grew up with

(09:43) - Google & Saying "no" to something good

(23:28) - Creating assets for yourself

(27:10) - Transparency & Making yourself discoverable

(31:32) - Free time & Aiming for longevity

(36:05) - "We'll see" — when things go wrong

(40:26) - Everything is a clue — running a business on intuition

(51:26) - Seeking advice — "the frientors"

(56:32) - Path role models & favourite podcasts

(01:00:07) - Where can we find Jenny?

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#155 Homeschooling = Future of Education? - Hannah Frankman (Repost)

Paul Millerd — Mon, 17 Jul 2023 08:00:00 -0500

Hannah is awesome and you should listen to this podcast. She grew up homeschooled, is an endlessly curious person, has a deep sense of agency, and is a pro at carving her own path. She's done a ton of things including writing, coaching, and working at startups and has created jobs for herself, negotiated working remotely (before it was cool), and has done a ton of other things. She recently founded Rebel Educator which is a media brand that aims to share more about homeschooling and alternative education with a broader audience online.

Follow Hannah:

@HannahFrankman / Twitter
@rebelEducator / Twitter
🆕 The Hannah Frankman Podcast - Apple & Spotify

Links Mentioned:

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#154 Learning to "Lean Out" - Dr. Dawn Baker's Journey from Medicine to 'Leaning Out', Embracing Unconventional Paths, Living Off-Grid, and Homeschooling

Paul Millerd — Mon, 10 Jul 2023 21:13:04 -0500

Dawn has a medical degree but she didn't pursue a traditional career as a doctor. She lives off grid with her husband and her homeschooled daughter. Dawn is passionate about finding a work-life balance and she wrote a book for professional women seeking to do so.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Book: Lean Out
Twitter: @DLBakerMD
practicebalance.com
Instagram: practicebalance

⌛TIMESTAMPS

(00:00) - Intro

(02:03) - The scripts Dawn grew up with

(03:47) - Medicine, engineering and rock climbing

(16:41) - Being diagnosed with a brain tumour

(21:20) - Shifting in a new direction

(26:40) - Infertility, having children & "leaning out"

(38:31) - Designing life with her husband

(47:48) - Moving off grid

(53:10) - Homeschooling & Dawn’s daughter

(01:01:36) - Where can we find Dawn?

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#153 Beyond Mimetic Desires - Luke Burgis on the temptations of conformity, contemplating life in Starbucks, thick desires and thin desires, letting go of control, the importance of play, learning from different work cultures, his stay in Rome and becoming a father

Paul Millerd — Mon, 03 Jul 2023 09:37:17 -0500

Luke has a background on Wall Street and has founded 3 companies in Silicon Valley. He describes his adult life as a constant state of uncertainty. At some point, he took a classics course, which he completed in a 24-hour Starbucks in a couple of months while living in Las Vegas. This led to him to contemplate deeper questions, leaving "entrepreneur Luke" behind and spending 3 years in Rome. Luke is now a Professor at the Ciocca Center for Principled Entrepreneurship and has written a book — "WANTING: The Power of Mimetic Desire in Everyday Life." The book is one of the best ones I've read in the past couple of years and we talk about some of the ideas in the book and how they intersect with Luke and my life.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Personal website
Twitter: @lukeburgis
Luke's book: Wanting: The Power of Mimetic Desire in Everyday Life
Luke's Newsletter

⌛TIMESTAMPS

(00:00) - Intro

(02:16) - The scripts that Luke grew up with

(15:57) - Book publishing the temptations of conformity

(23:22) - The memetic desires & The romantic lie of our own desires

(28:52) - Doing the classics course after hours

(33:40) - The importance of play & Feeding the spirit

(36:27) - Thick Desires & Thin Desires

(46:10) - Creativity, Being open & Letting go of control

(50:36) - Learning from different work cultures & transcending the system

(57:46) - "The Three Cities Problem" — Reason, Faith & Technology

(01:06:07) - What’s next, preparing to be a father

(01:14:35) - Luke's path role models

(01:17:33) - Closing remarks

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#152 The Creator Therapist - Melvin Varghese on Emigrating to Texas, his work as a clinical psychologist, starting a podcast, the birth of his daughter, re-evaluating life and money and detaching identity from work

Paul Millerd — Mon, 26 Jun 2023 08:50:41 -0500

Melvin has a PhD in psychology but to call him just "a psychologist" would be trying to fit him in too small of a box. He has left a successful clinical career to build his online "healthy business" – he is the person behind "Selling the Couch" podcast, he does sessions with entrepreneurs and he runs an online course where he helps therapists to move their business online. Everything he does is designed to allow him to be fully present as a father and a husband because, "What's the point of accomplishing all of this if we can't be fully present with the people that we love the most?"

🎥🍿 YOUTUBE: WATCH HERE

Links:

Melvin's Podcast: Selling The Couch
Twitter: @mvarghese5
Personal website
Linkedin

⌛TIMESTAMPS

(00:00) - Intro

(02:23) - The scripts that Melvin grew up with

(12:40) - From Psychology PhD to Content Creator

(21:51) - The beginnings of "Selling The Couch"

(29:27) - Finding long-term sustainability in podcasting

(40:48) - Slowly going all in

(43:17) - Re-evaluating money and life - The birth of Melvin's daughter

(57:31) - Detaching identity from work

(59:01) - Lessons from therapy sessions

(01:01:24) - Melvin's path role models & routine

(01:07:31) - Closing remarks

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#151 Culture Without Culture War - Anna Gát on growing up in Hungary, emigrating at the age of 30, staying curious as we age, Interintellect, building a startup, bad advice and trusting your gut, her article in 2018, culture without culture war, creating your own gatekeepers, and success in the UK vs US

Paul Millerd — Mon, 19 Jun 2023 07:00:00 -0500

Anna is the founder and CEO of Interintellect - a global community of thinkers. She grew up in Hungary and emigrated to London at the age of 30 and later to the US where she built her startup. She is passionate about staying curious as we age. While for some their late 20's are the end, she has chosen to treat it as the beginning.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(02:18) - The scripts Anna grew up with

(11:37) - Anna's writing influences

(14:51) - Emigrating to London at 30, entering the survival mode

(18:27) - Startups - following bad advice vs trusting your guts

(24:18) - Anna's article in 2018, Culture without culture war

(31:50) - "Unbossing" - Are the gatekeepers dead?

(37:48) - Success - UK vs US

(42:13) - Interintellect

(44:37) - Staying curious as you age

(52:03) - Conformism, nonconformism & feedback

(01:06:18) - Rapid fire questions with Anna

(01:10:32) - Closing remarks

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#150 - Why I Turned Down a $200k Book Deal (Solo Episode)

Paul Millerd — Tue, 13 Jun 2023 18:43:35 -0500

This is a solo episode of my podcast, inspired by Jenny Blake. I will do more of these if people like them. Let me know!

For Video: YouTube

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#149 "I will sell out Madison Square Garden" - Danny Miranda on starting a blog at 14, following your intuition, discipline, meditation, his podcast, retreats, masculinity, compassion, "The True Path", thinking big, and trusting The Universe

Paul Millerd — Mon, 12 Jun 2023 07:00:00 -0500

Danny Mirands is the host of The Danny Miranda Podcast. He's been hanging out on the internet since he was 14. We talk about his journey, almost getting sidetracked by the default path in college, and then betting on himself with his podcast. Danny is a friend, and he inspired me by how true he is to his own path, his ability to dream big in creative ways and spread love in the world.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:00) - Intro

(01:09) - Introduction

(02:19) - The Scripts That Danny Grew Up With

(10:11) - First Steps On The Internet

(13:57) - College, Addictions & Taking Responsibility

(22:10) - Danny's podcast

(27:08) - Podcast Role Models & Learning from Procrastination

(32:43) - Talent scouting - "Looking at life through the lens of love

(38:07) - "The True Path" & Goals

(47:56) - Learning from feedback and reps

(52:43) - Reconnecting & The Importance of Rituals

(58:53) - Thinking Big

(01:03:50) - The Business Side & Trusting The Universe

(01:10:53) - Masculinity & Compassion

(01:15:57) - Closing Remarks

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#148 Embracing Post-Traumatic Growth - Jessica Depatie on her Korean background, shadow work, producing a documentary - "Dark Night of Our Soul", expanding your perspective through travel, what does it mean to rest, defining growth, the hero's journey, and memes

Paul Millerd — Mon, 05 Jun 2023 08:00:00 -0500

Jessica is a producer and a podcaster. She is passionate about shadow work and is currently working on her documentary on post traumatic growth - "Dark Night of Our Soul".

🎥🍿 YOUTUBE: WATCH HERE

Links:

Link to Support The Movie - Dark Night of Our Soul
Jessica on IMDb
Instagram - jessicadepatie_
Hollywood Con Queen Podcast
Bill Plotkin’s Journey of Soul Initiation
@wordsarevibrations meme account

⌛TIMESTAMPS

(00:00) - Intro

(01:09) - Introduction

(02:17) - The scripts Jessica grew up with

(09:20) - The shadow work, memes, addictions & the hero's journey

(25:58) - Expanding your perspective through travel

(28:16) - Gifts in the shadows & how to rest

(36:57) - The Dark Night of The Soul & post traumatic growth

(51:20) - Producing a documentary

(59:53) - How to watch & support Jessica's project

(01:03:09) - Closing remarks

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#147 You Can Love Cooking Too - Myles Snider on intuitive cooking, living in Argentina, working in Tulum, food industry scripts, health myths, the beauty of "slow cooking"

Paul Millerd — Mon, 29 May 2023 11:46:51 -0500

Myles is a chef and a farmer's market enthusiast. He studied economics and was pursuing many other interests like filmmaking on the side. During his stay in Argentina, he realized that he wanted to follow his true passion - cooking. Although he hasn't gone to a fancy cooking school, he managed to get a position working under a former Michelin star chef in Tulum and now he's sharing his love for cooking on the Internet, making it approachable for other people.

🎥🍿 YOUTUBE: WATCH HERE

If you're interested in Myles Course, check out 80/20 cooking

Links:

⌛TIMESTAMPS

(00:11) - Introduction

(02:01) - The scripts Myles grew up with

(11:58) - Studying economics & his stay in Argentina

(19:57) - Falling in love with cooking

(25:34) - Laziness & Fears

(31:50) - Passion & Identity

(34:28) - Working in a high-level restaurant in Tulum

(38:21) - Anyone can cook, health myths and enjoyment

(01:00:32) - Myles' failed spice company

(01:03:09) - Trust & Doing things for fun

(01:10:49) - Slow cooking

(01:12:17) - Path role models, cooking as art

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#146 Separating Work & Identity - Simone Stolzoff on the myth of a "Dream Job," last-minute around the world trip, journalism, work, identity, writing his book, knowing when to quit, and the dangers of turning passion into a livelihood

Paul Millerd — Mon, 22 May 2023 11:04:04 -0500

Simone Stolzoff has worn many hats. He's worked as a writer, designer, and now, Author. He grew up with "four parents", each having a unique influence on him, He grew up being told he could do whatever he wanted but realized there were assumptions behind that. Over the last couple of years, he's contemplated how we can design a life not centered around work (which obviously interests me as well) and has come to some interesting conclusions.

🎥🍿 YOUTUBE: WATCH HERE

📕Buy Simone's Book (Just Released): https://amzn.to/3BLd98s

Links:

⌛TIMESTAMPS

(00:00) - Intro

(02:44) - The scripts that Simone grew up with

(07:44) - Anis Mojgani, copyrighting and travel

(19:25) - Career & Journalism

(23:16) - Work, Passion, and Identity

(34:54) - Writing vs Selling a Book, Knowing when to stop

(47:57) - Work & Fear

(56:13) - Staying on the path

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#145 Capitalist by Day, Spiritual by Night - Alex Hardy on achievement, Wall Street, tech startups, exiting his company, pride & suffering, his sabbatical, suppressing his curiosity and rediscovering his passions

Paul Millerd — Mon, 15 May 2023 07:40:00 -0500

Alex was crushing it early in his career, ending up on Wall Street after getting a combined JD/MBA. But after a few years, he went looking for his next mountain, aiming his ambition at the tech sector. He ended up co-founding LiveOak, a company he eventually sold in 2020. After that, he struggled to determine what was next and finally decided to walk away from more than a million dollars. Now he's embracing non-doing, reconnecting with his passions, and figuring out what's next.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @CantHardyWait

⌛TIMESTAMPS

(01:08) - The scripts Alex grew up with

(10:26) - Law School & Business School

(23:01) - Wall Street, Banking & The Pride in suffering

(31:15) - Tech Start-ups, coffee meetings and friendlessness

(56:39) - Exiting his tech company & "Total Work"

(01:14:44) - His Sabbatical, Finding Work Worth Doing & The American Mind

(01:21:25) - Forgotten Hobbies, Borders & The Love for The Present

(01:29:22) - Closing remarks

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#144 The Creator Pivot - Khe Hy on laying people off, collapsing course demand, seasons of creativity, having zero change in net worth in eight years, competitiveness, investing, coaching, and marriage on the pathless path

Paul Millerd — Mon, 08 May 2023 07:00:00 -0500

In 2015 Khe left a Wall Street carrier to pursue his own path of "uncomfortable introspection", reevaluating his life. This is a constant process - Khe is always being emergent to himself. Now he finds himself at a crossroads - after a great initial success in 2020, he recently had to scale down his cohort-based course. Although laying people off was tough, Khe welcomes the change as entering a new season of creativity.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @khemaridh
radreads.co
Download Khe's Free Money Guide

⌛TIMESTAMPS

(01:43) - Leaving Wallstreet behind

(08:36) - Money, Winning and Fears

(13:24) - Sharing online, spending money and investing

(18:36) - Coaching and marriage

(22:47) - Leading online courses

(33:34) - Organizational complexity vs $10 work

(40:17) - Shutting down his course

(52:59) - Cohorts vs self-based courses

(54:35) - Writing and selling books

(01:02:52) - Creativity vs productivity

(01:07:56) - Closing remarks

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#143 The Art of Living - Kyle Kowalski on how to have an existential crisis, synthesizing the art of living, curiosity as fuel, his relationship with money, "killing himself to work" and "purpose washing" in big companies

Paul Millerd — Mon, 01 May 2023 09:38:17 -0500

Kyle was a marketing executive who believed in the "hard work" ethic. After an existential crisis, he decided to carve his own path as a solopreneur and started Sloww - "a trusted resource of lifelong learning". Kyle describes his purpose as "synthesizing the art of living for students of life".

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(01:22) - The scripts that Kyle grew up with
(14:19) - How to have an existential crisis
(30:49) - Decompressing from his career
(43:37) - Sloww, thinking and the art of living
(53:57) - Kyle's next phase, sharing the personal story
(01:03:39) - Long form content, Kyle's course on synthesis
(01:09:53) - Where can we find Kyle?
(01:10:24) - Thanks and Goodbyes

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#142 Goofing Off On Purpose - Kevin Kelly on why we should subsidize travel for young people, owning his time, a rest ethic, riding his bike across US, his love of YouTube, staying optimistic about the future, raising children and his new book

Paul Millerd — Mon, 17 Apr 2023 05:00:00 -0500

Kevin is the founding executive editor of Wired magazine, a writer and a photographer. When he was young he dropped out of college and travelled to Taiwan, which he describes as a live changing experience. Kevin is passionate about owning his time, the importance of goofing off and staying optimistic about the development of technology.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Kevin's website: kk.org
Kevin's articles on Wired
Excellent Advice on Living: Amazon

⌛TIMESTAMPS

(01:01) - Taiwan and the importance of travel

(09:51) - Owning time instead of money

(15:10) - Work, rest ethic, taking time to goof off

(25:55) - Riding his bike across US

(29:43) - YouTube

(34:10) - Patience, optimism and technological changes

(40:57) - Raising Children

(46:08) - Kevin's book and the power of outsourcing

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#141 Ryan Holiday's Secret Weapon - Billy Oppenheimer on growing in Philadelphia, almost going to law school, role models, working with Ryan Holiday, his research process, the notecard system, skiing, and the downsides to fame

Paul Millerd — Mon, 10 Apr 2023 11:46:56 -0500

Billy used to be an avid skier, working odd jobs and traveling between the northern and southern hemispheres trying to catch the best skiing. In 2018 he e-mailed Ryan Holiday and pitched him on doing some work for him for free. In a couple of months, he was hired as Ryan's research assistant. Billy is one of the most curious people I know and we dive into his journey.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(00:56) - The scripts Billy grew up with

(14:05) - Reaching out to Ryan Holiday

(18:12) - The research process and learning from Ryan

(25:41) - Skiing, Australia and finding his own voice

(40:43) - Animal courtship

(44:02) - How Ryan Holiday manages his team

(52:02) - Ambition and learning from past models

(01:03:30) - Downsides to fame

(01:04:21) - Where can we find Biilly?

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#140 Tom Peters - Fired from McKinsey to Top Business Thought Leader

Paul Millerd — Mon, 03 Apr 2023 12:20:16 -0500

I'm sharing this conversation I had a couple of months ago with Tom Peters. Our convo got cut a bit short but it was a fun conversation reflecting on his trajectory, why he got kicked out of McKinsey

To learn more about Tom: His Website

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#139 Compounding Memes - Trung Phan on his great grandfather, living abroad, the expat community in Asia, writing, working at The Hustle, children and work, balancing his various activities, going solo, and playing the long game

Paul Millerd — Mon, 27 Mar 2023 08:00:00 -0500

Trung is a writer at Workweek, cofounder of bearly.ai, and co-host of the Not Investment Advice podcast. He is passionate about playing the long game and unleashing the power of compounding.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @TrungTPhan
Website: trungtphan.com
Bearly.AI
Podcast: Not Investment Advice
Trung's writing at Bloomberg and Workweek
Trung's Newsletter

⌛TIMESTAMPS

(02:12) - College and getting up late

(05:04) - Trung's great grandfather - Vietnamese hero

(09:51) - Vietnam, important lessons from living abroad

(22:25) - Writing & productivity

(43:09) - Kids, work & flexibility

(47:03) - Playing the long game

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#138 Money & The Creator Economy - Steph Smith on our lack of wisdom about money, reaching "ice cream freedom", The Hustle, balancing employment and side gigs, unconventional paths, opportunities in the creator economy and how not to get disappointed at your wedding

Paul Millerd — Mon, 20 Mar 2023 11:10:49 -0500

Steph Smith is the host of the a16z podcast and is an online creator, former consultant, former digital nomad and all-around badass. We talk about money, work, relationships, and weddings...

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @stephsmithio
Steph's book: doingcontentright.com
a16z Podcast
The Sh*t You Don't Learn in School Podcast
Blog: stephsmith.io

⌛TIMESTAMPS

(01:19) - The scripts that Steph grew up with
(04:07) - Perceptions of money over time
(29:35) - Working at The Hustle
(34:17) - A16Z and Beginner's Mindset
(38:24) - Solving the life puzzle with a partner
(47:16) - Scripts around kids
(52:40) - Avoiding long wedding planning cycles
(56:30) - Full-time employment and podcasting
(58:21) - Opportunities in the creator economy
(01:02:43) - Is Paul underpricing his book?
(01:06:17) - The most interesting opportunities in the creator economy

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#137 Life as Conversation - Russ Roberts on his relationship with his father, starting the EconTalk podcast in 2006, Adam Smith, why people want to be "lovely", aiming high, why it's hard to have fun, misunderstandings of the academic world, and moving to Israel in his 60's

Paul Millerd — Mon, 13 Mar 2023 08:00:00 -0500

Russ is an economist, a research fellow at Stanford University's Hoover Institution and president of Shalem College in Jerusalem. One of pioneers of podcasting, he's been hosting EconTalk since 2006.

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(03:25) - The influence of Russ' father
(11:33) - What modern economics often fails to observe
(16:35) - Adam Smith and human nature
(27:25) - Starting EconTalk in 2006
(41:02) - Moving to Israel in his 60's
(45:55) - How people misunderstand the Academia
(50:03) - How Russ' approach to his podcast developed over time
(53:21) - The metaphor of a conversation
(57:31) - Mortality & fatherhood
(01:04:09) - Russ' dream guest and what's next

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#136 Complexity & Complicatedness - Sam Spurlin on playing hockey, why he quit teaching, studying at Claremont, leaving a PhD program, working pro bono too start his career, complicated vs complex systems, how to deal with ego in organizations, remote work failures, podcasting with his brother, and the importance of a retrospective meeting

Paul Millerd — Mon, 06 Mar 2023 08:00:00 -0600

Sam is a partner at The Ready - an organizational design consultancy operating fully remotely. He is also a prolific writer, passionate about personal development, self-managing organizations and adopting a more human, adaptive, and meaningful way of working.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @samspurlin
Instagram: samspurlin
LinkedIn: linkedin.com/in/samspurlin
Sam's writing: samspurlin.com/writing
Sam's writing on Medium: samspurlin.medium.com
Newsletter: thedeliberate.substack.com/p/landing-page

⌛TIMESTAMPS

(00:53) - The scripts that Sam grew up with
(10:29) - Teaching and why Sam quit
(17:30) - Claremont and letting go of the PhD
(26:09) - Working pro bono to become a consultant
(31:46) - Complicated vs complex systems, ego in the organizations
(54:09) - Writing, podcasting, farming and retrospective meetings
(01:02:22) - The trap of a "dream job"
(01:05:47) - Closing remarks

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#135 Beyond Comfort - Derek Sivers on why great musicians shake things up, ambition, and moving to a new country as a superpower, lessons from Singapore, and the scripts around having children

Paul Millerd — Mon, 27 Feb 2023 08:00:00 -0600

Derek Sivers has been a musician, producer, circus performer, successful entrepreneur, TED speaker, and book publisher. He has lived all around the world and has never let himself be too comfortable - constantly changing and following his inner ambition.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @sivers
Website: sive.rs
My Favorite Derek Book: Anything You Want

⌛TIMESTAMPS

(00:54) - The scripts that Derek grew up with
(06:05) - Comfort as a plateau that needs to be shattered
(12:06) - Travel as a tool to change your life
(17:46) - Beliefs and actions
(23:08) - Learning from other people's approaches to life
(28:04) - Derek's future and how to learn from when our lives go off track
(34:13) - Scripts around having kids
(45:23) - Retirement & Ambition
(56:45) - Closing remarks

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#134 The Office-Based Reality is Over - Dror Poleg on entrepreneurship in Israel, studying in Australia, working in China, Future of Remote Work and The Real Estate Business, How To Write A Top 5 Book in Almost Any Category, The Disappearance of The Middle-Skilled Job, Inequality and The End of The Offices

Paul Millerd — Mon, 20 Feb 2023 08:00:00 -0600

Dror worked as a real estate private equity exec, startup founder, front-end developer, parliamentary advisor, and soldier. Having lived all around the world he is now based in NYC, writing as an “Economic Historian”.

Having predicted that remote work is going to become the new norm back in 2015, he has just published a survival guide titled "After Office".

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS

(13:30) - Living in Australia and China
(23:30) - Writing and Work in Dror's life
(28:06) - Remote Work and Real Estate
(42:46) - Using information from the Internet - writing a top 5 book
(50:02) - Unconventional Paths and The Disappearance of The Middle-Skilled Jobs
(59:16) - Inequality, Luck, and Challenges for The US

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#133 Creation Without The Ego - Isabel Unraveled on writing, "the chronic state of performing", detaching your sense of self from the work, finding the inner child, paying attention to your emotions, trusting your intuition and why people should stop pretending

Paul Millerd — Mon, 13 Feb 2023 08:08:14 -0600

Isabel is a writer who is very passionate about the creative process. She has some powerful original ideas about the relationship between the artist and their creation, trusting one's intuition, and why people should stop pretending.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @isabelunraveled
Isabel's Writing: https://mindmine.substack.com

⌛TIMESTAMPS
(0:11) Introduction
(5:41) "The chronic state of performing"
(12:00) Missing and rediscovering her passion for writing
(34:38) Detaching your sense of self from the work
(41:52) The inner child
(53:02) Why people should just stop pretending?
(1:00:30) How Isabel thinks (or doesn't think) about her future?
(1:04:09) Closing remarks

📕Buy Paul’s Book (Published Jan 2022): The Pathless Path
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#132 Making Money Simple & Smart - Nick Maggiulli on blogging into a new career, writing for smart people, building relationships in the finance world, the lifestyle creep myth, dying with too much money, and money emotions

Paul Millerd — Mon, 06 Feb 2023 08:30:00 -0600

Nick Maggiulli is a finance data analyst and writer. He is the author of "Just Keep Buying" and has a blog titled "Of Dollars and Data".

🎥🍿 YOUTUBE: WATCH HERE

Links:

⌛TIMESTAMPS
(0:47) The scripts nick grew up with
(5:35) Writing books and blogging
(32:44) Building relationships in the NYC finance scene
(36:07) Why the writers shouldn't dumb down their books
(37:33) Perceptions of money
(1:07:26) Closing thoughts

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#131 The Art of Sabbaticals - Cécile and Michelle on finding "forgotten hobbies", writing online, improving their relationship with money, abundance mindset and rediscovering joy

Paul Millerd — Mon, 30 Jan 2023 08:00:00 -0600

Cécile has had a successful career in consulting, acquiring a senior position in a big company that has taken a leadership role in the energy transition in the UK. Although she was passionate about her job she decided to go on a yearlong sabbatical from work, traveling around the world and writing - creating space for her curiosity & creativity.

Michelle has a background in sales but after a couple of years in the business she decided to go on a sabbatical that doesn't seem to have an end. When she isn't busy fending off people who constantly try to hire her, she runs a podcast with her sister - "Status Post Adulting Podcast" and she has written multiple essays, while slowly "getting famous for not working" in the meantime.

🎥🍿 YOUTUBE: WATCH HERE

Cécile:

Twitter: @cecile_mcm
Website: https://www.cecilemarion.org/
Book a 1-on-1 Call With Cecile (Gift Economy): Book Here

Michelle:

Twitter: @mvarghoose
Michelle's Essays: Newsletter
Podcast: Status Post-Adulting

My Essay On The Ultimate Guide To Sabbaticals

⌛TIMESTAMPS
(0:00) Audio intro
(2:27) Deciding to go on a sabbatical
(25:29) "There is nothing to do" - rediscovering joy
(30:05) Lowering the cost of living
(46:58) How people change on a sabbatical - discovering writing
(1:08:30) Getting famous for not working, the gig economy
(1:11:17) The role of writing in Cécile's journey
(1:15:37) Returning to work - closing thoughts

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#130 You Have One Life - David Senra on finding his life's work, trial & error, the necessity of talking risks, mortality, balancing his entrepreneurial endeavours and family life and what can be learned from reading hundreds of biographies.

Paul Millerd — Mon, 23 Jan 2023 07:00:00 -0600

David Senra is the creator of Founders Podcast and is obsessed with bringing alive the knowledge of the most driven, curious, courageous, and interesting founders throughout history. He has spent almost all his time reading, re-reading, and recording one of the best podcasts on the planet right now.

Links:

Follow his podcast: @FoundersPodcast
Listen: Founders Podcast or Itunes

⏳TIMESTAMPS
2:58 The scripts David grew up with
8:09 Working full time while in high school and during college
20:47 Trial and error, finding his life’s work
33:24 Why David thinks keeping his podcast behind a paywall was a mistake
51:15 Nobody understands the scale of the Internet
54:15 The time needed to succeed
1:03:56 Ed Thorp - balancing being an entrepreneur with one's family life
1:14:02 Lessons from David Ogilvy and Marvin Bower
1:24:57 The necessity of taking risks

📕Buy The Pathless Path (Paul’s Book, published Jan 2022): The Pathless Path

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Twitter: @p_millerd
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#129 Friendly Ambitious Nerd World-Building - Visakan Veerasamy on Long-Orbit Friendships, Preemptive Defensiveness, "Hot Streaks," Writing A Book, Making $1000 for one copy & Negative Comments

Paul Millerd — Tue, 17 Jan 2023 15:08:15 -0600

Visakan Veerasamy is an internet creator and writer, he is passionate about the future of the internet, ideas, and how people can be bolder on their creative journeys.

His mission is to build the greatest social graph of friendly, ambitious nerds that the world has ever seen.

This is our second conversation and dives much more into his current work and how he thinks about the internet.

🎥🍿 YOUTUBE: WATCH HERE

Links:

Twitter: @visakanv
Website: visakanv.com
Buy Introspect: On Gumroad

⌛TIMESTAMPS
(0:00) Audio intro
(2:27) Long-orbit friendships
(7:34) Can rooting for people be learned?
(8:54) Preemptive defensiveness vs live and let live
(12:55) Agreeing with the letter but not the spirit
(14:11) The conformist culture of the US
(15:53) Having a positive vision vs just being against something
(20:04) Posting trajectories, long-term engagement
(28:38) Trying to replace income, burnout, and learning patience
(36:22) Micro-existential crises
(40:07) How is Visakan making money these days?
(44:31) Charging based on value, not on prestige
(46:41) "A homeostatic impulse" to always make the same amount of money, limiting beliefs
(52:19) Pricing books and managing your expectations
(58:10) How did it feel to get $1000 for a book?
(1:00:36) People Visakan is following, shoutouts
(1:13:52) Understanding the scale of the Internet and having low expectations
(1:20:31) Persistence and heart is all you need
(1:26:25) The Internet as a spiritual practice - dealing with negative comments

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#128 Crafting A Life You Love - Amy Tangerine on working in fashion, carving her own path, starting a business, a third-life crisis, scrapbooking as contemplation and learning from and inspiring her children

Paul Millerd — Wed, 11 Jan 2023 13:25:56 -0600

Amy Tangerine is a long-time creator, entrepreneur, and mother. We talk about her path, starting a business that took off, her "third-life" crisis, learning to inject rest into her path, her relationship with her mother, having children, scrapbooking and building a business around work she loves.

WATCH On YouTube

FOLLOW AMY

Her Website: amytangerine.com
Twitter: @amytangerine
Instagram: @amytangerine
Facebook: @amytangerine

TIMESTAMPS
0:00 Audio intro
0:12 Introduction
1:10 The scripts Amy grew up with
2:35 Amy's parent's path and the ancestral trauma
6:00 How Amy's parents inspired her
11:03 Amy's vision of her future after graduating college
13:50 The seeds of doubt about her path
14:57 The 1/3 life crisis
17:43 Keeping in touch with your creative side
24:57 Scrapbooking & contemplation
29:33 Suffering a miscarriage and writing a book
37:13 The 3 F's - Fulfillment, Freedom, and Fun
39:07 Creative freedom
42:39 The challenges of working creatively
44:39 Having kids
48:16 Overthinking and worrying

📕Buy Paul’s Book: The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
Paul’s Newsletter: Subscribe to Boundless
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#127 The Art of Quitting & Reinvention - Nina Simon on living "off the grid" in an intentional community, taking "turns" in marriage and work, having kids on an unconventional path & leaving her dream job at NASA

Paul Millerd — Wed, 04 Jan 2023 01:00:00 -0600

At each professional crossroad, Nina Simon has made the choice most likely to disappoint her mother. She left an electrical engineering job at NASA to design spy museum exhibits, said goodbye to a museum directorship to start a global movement for more inclusive cultural organizations, and now has put down her CEO hat to write crime fiction. Her first novel, Mother-Daughter Murder Night, will be published in 2023 by William Morrow. Nina lives off the grid in the Santa Cruz mountains with 20 people, 16 chickens, 2 trampolines, and 1 zipline.

We talk about:

Leaving her dream job
Living in an intentional "off the grid" community
What she learned from her ambitious days as a museum industry leader
Marriage & kids on an unconventional path
Writing her novel

WATCH On YouTube

FOLLOW NINA

Her Website: NinaSimon.com
Twitter: @ninaksimon

TIMESTAMPS
0:00 Audio intro
0:12 Introduction
1:37 The scripts Nina grew up with
4:43 Did Nina see herself as creative growing up?
5:39 Nina's education and why she hated her dream job at NASA
12:17 Fitting your life into your job vs fitting your job into your life
14:39 Nina's approach to money, building a marriage that supports entrepreneurship
19:55 Writing books
27:39 Giving herself a permission
33:17 Making choices that are not "the right choice"
38:37 The non-traditional paths and having kids
46:08 Reinventing yourself, knowing when to leave
52:42 Constructing backward narratives about our lives

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NEW: The Pathless Path Hardcover Premium Edition

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📲Connect + Follow Paul

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#126 Hearts on Fire - David Perell on curiosity, being a citizen of the internet, taking himself seriously, childhood obsessions, building Write of Passage, ambition, and money

Paul Millerd — Wed, 14 Dec 2022 18:12:20 -0600

This episode was a delight. I've been following David's journey since 2017 and he was one of the fellow internet weirdos I saw on a similar path that didn't quite make sense. I've been inspired by how many people David has helped onboard as "citizens of the internet" through his course Write of Passage. I'm rooting for David and I think you'll want to as well by the end of this episode.

We filmed this in David's epic studio - I highly recommend watching this one on Youtube

Links Mentioned:

@david_perell (Twitter)
David's course Write of Passage
Friday Find's Links
Act of Creation (Koestler)
Denial of Death (Becker)
Art of Loving (Fromm)
Gutenberg Galaxy (McLuhan)
The Managerial Revolution (Burnham)
Tribe (Junger)
Bullshit Jobs (Graeber)
@culturaltutor (Twitter)

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📲Connect + Follow Paul

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Editing by Atman Pandya

NEW: The Pathless Path Hardcover Premium Edition

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#125 Angie & Paul - We're Having a Kid (and other life updates)

Paul Millerd — Mon, 12 Dec 2022 19:24:20 -0600

Angie and I talked about our journey (mostly hers) over the last two years including her leaving fitness, moving to the US, enrolling in Write of Passage, finding her community, and initial traction as a freelancer.

🍿 WATCH ON YOUTUBE

Links:

Angie's Site: Angie Creates
Her Experience in Write of Passage: From Fear To Thriving
Angie's Podcast: Angie Creates (English & Chinese)

Timestamps
0:00 Introduction
0:15 Introduction & Angie's challenge
1:06 Angie Challenging Relationship With Fitness
6:48 Letting go of Fitness after launching a course
10:40 Setting a deadline to quit fitness creator stuff
13:35 Moving back to the US with Angie & mindsets
16:05 Struggling to find a job and US business culture
17:25 Success narratives from Paul's family
22:15 Communities that accept you & Write of Passage
24:05 Angie's experience in Write of Passage
34:35 Freelancing for course creators
36:15 We're having a kid!
40:30 Self-employed life and kids
42:30 Afraid of being a "full-time mom"
43:45 Work, money & identity
49:05 Paul & Ambition

📕Buy Paul’s Book (Published Jan 2022): The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
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#124 Can You Ever "Make It" While Self-Employed - David Kadavy on Doing Work You Love, Self-Publishing, Traveling & Perspective, Mini-Lives & Living as An Expat

Paul Millerd — Mon, 05 Dec 2022 02:35:00 -0600

David talks about his self-employment journey, discussing topics such as graphics design, studying abroad, work identity and engagement, self-publishing books, and advertising on Amazon. He reflects on his experiences and explains how he shifted from a traditional job to self-employment, including how he experienced a new reality after leaving his job.

We talk about how hard it is to ever "make it" on a solo journey and how you are constantly starting from day 1.

🍿YOUTUBE: https://youtu.be/mykDRmuDvwI

Links Mentioned:

AUDIO TIMESTAMPS
1:37 What are the scripts David grew up with?
8:51 The impact of studying abroad
12:21 Living in different places while hating vacations
20:18 The moment David realized this is not how his life is supposed to be
28:38 How did David feel at the beginning of his self-employment?
34:42 Work identity and engagement
41:53 Burning with curiosity and not having a choice but to follow it
48:37 Is the self-employed path easier than it was before?
49:35 "To be me for a living"
57:03 Doing things for the sake of it
1:00:36 Self-publishing books

📕Buy Paul’s Book (Published Jan 2022): The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
Paul’s Newsletter: Subscribe to Boundless
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🙏Further Ways To Support The Podcast:

I use Transistor to host this podcast. It rocks. Launch Your Here
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Want to launch a course? Podia or Teachable are both great
Web Hosting: Skystra Fast WordPress Hosting
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NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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#123 McKinsey Partner to Indie Freelancer - Adam Braff on writing online, the gig economy, consulting skills, consulting

Paul Millerd — Mon, 28 Nov 2022 16:05:10 -0600

Adam Braff grew up in a house where writing was always encouraged. His mother published a newsletter, and his father was a data analytics consultant. He started out as a lawyer, but after the dot-com boom led to a surge in demand for consultants, he decided to make the switch. He now runs his own consulting firm and writes regularly on a variety of topics. Braff himself became interested in consulting during the first dot-com boom. He transferred from MIT to Brown in order to study linguistics, and eventually became a strategy consultant at McKinsey.

Relevant Links:

Adam's Website and McKinsey Essay
Tom Critchlow's Writing
Venkatesh Rao's The Art of Gig

Timestamps
0:00 Audio Intro
0:48 The scripts Adam grew up with
3:54 Shifting from MIT to Brown
5:33 Becoming interested in consulting
7:25 What was it like from 1999 to 2002?
9:08 Adam's path to becoming a partner at McKinsey
11:56 Leaving McKinsey
14:05 What kept Adam at McKinsey for 10 years?
16:06 What do people get wrong about McKinsey?
18:49 Decentralization and the emergent order
21:46 The new ideas in customer experience Adam helped shape
24:06 Going into the finance industry in 2009
25:23 Turning data into insights
27:20 How to influence other executives to embrace the "hypothesis first" framing?
28:44 The 2 skills from the consulting world that are missing elsewhere
30:28 Teaching the importance of feedback
33:22 Development Group Leaders
35:21 Lessons from working at a hedge fund
42:01 Did the world of billions inspire Adam to go solo?
42:56 Becoming a freelancer
46:52 Should you clearly define the services you're offering as a freelance consultant?
50:18 The role of Adam's writing
51:44 Did the nature of Adam's projects shift over time?
53:14 The best part of the self-employed life Adam didn't expect
54:15 AI & The Future
58:10 The forecasting contest

📕Buy Paul’s Book (Published Jan 2022): The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
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🙏Further Ways To Support The Podcast:

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📘 My 2nd Book Good Work: Learn More
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#122 Indie Life & The Future of Work - Venkatesh Rao

Paul Millerd — Tue, 22 Nov 2022 19:28:21 -0600

This episode was a delight. Venkatesh Rao is the creator of Ribbonfarm and has been writing about the internet, technology, and gig life. This conversation focuses on his recently published book, The Art of Gig.

If you are thinking about working independently, becoming a freelancer, or are interested in consulting, you should definitely buy his book:

WATCH ON YOUTUBE: https://youtu.be/KC63HrF8V4E

You can find Venkatesh:

on Twitter @vgr
on RibbonFarm (blog and substack)
His consulting website: venkateshrao.com

Links Mentioned:

How Karate Kid Ruined The Modern World (Cracked)
Lords of Strategy
What Theorising Is, Theorising Is Not
Tempo, by Venkatesh
Jim Keller
Squad Wealth

We talked about:
1:00 The scripts Venkatesh grew up with
5:05 Preparing for the leap, Dan Pink's books
10:48 Predictable income vs adventure
18:58 Is $100 enough to build confidence in a project?
21:08 Understanding the big consulting companies
27:18 The positioning vs people's school
33:34 "Avoid polished deliverables"
42:17 Helping the executives take a step back
47:54 Systematic doubt and systematic confidence
51:40 What is "the clutch class" and why does it matter?
59:34 "What the clutch class is doing on evenings and weekends everyone will be doing in 10 years"
1:01:54 Keeping a 10-foot pole between your public identity and freelance gigs
1:03:38 How does Venkatesh work with clients?
1:07:53 The Yak collective and the future of indie consulting
1:12:34 Why the gig economy will outgrow the paycheck economy?

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#121 Carving Your Own Path In a "Vibecession" - Kyla Scanlon on leaving her job, writing online, TikToks as Poetry, and The Passion Crisis

Paul Millerd — Mon, 14 Nov 2022 01:00:00 -0600

I believe that Kyla Scanlon is one of the most talented all-around creators. She is transcending the assumptions about what people want, especially with things like short-form videos. Her TikToks are synthesized, thoughtful, and funny, setting a new bar for what people want in an information age.

We talked about her journey growing up in Kentucky, writing online, hacking into the finance industry from a non-target school, and ultimately deciding to become self-employed with less than two years of work experience. Someone at her company told her she wouldn't "make it"

🍿WATCH ON YOUTUBE

Kyla's Website: Educator, Creator, Investor
Follow Kyla: @kylascan on Twitter, Instagram, and TikTok
Path Role Model: Cody Ko

⌛TIMESTAMPS
1:09 The scripts that Kyla grew up with
2:26 Writing her first book
5:01 Finding out that people actually want deeper ideas
7:31 Kyla's mindest when she was graduating
9:24 Why Kyla didn't like her "cool" job in LA?
11:50 DMing Paul and quitting her job
16:05 Approach to work in Kyla's age cohort
17:19 Kyla's parents on her leaving her job
18:05 Pushback and skepticism
19:27 Positive surprises after going on her own path
20:27 "The passion crisis"
23:24 How to find things you care about?
25:26 Gatekeeping and aging out
27:27 Kyla's short vertical videos
33:09 AI and the future of writing
35:58 Doing, not doing, and bike riding
38:17 Remembering the good ideas
38:48 The vibes of the economy
41:20 Influence and responsibility
42:58 Favourite financial leader?
43:50 Why Kyla doesn't like what the Fed is doing?
45:33 Generations living in different realities
47:00 How did the "vibes" of Kyla's path change?
50:51 Kyla's biggest supporters
51:23 Putting herself out there
52:04 Fame, success, and imposter syndrome
54:03 Charts in Kyla's videos
54:50 Kyla's TikTok's as poems
55:48 What do people get wrong about short-form videos?
56:46 Going from TikTok to YouTube
57:27 Bread
58:32 "Money is not our moral compass".
59:15 What does Kyla need help with?

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#120 How Do You Buy A Home While Self-Employed? Catherine Cusick on her path, acting, economics of Broadway, longreads, independent book sales, buying a home, digital media & how to navigate hostile US self-employment regulations,

Paul Millerd — Mon, 07 Nov 2022 00:14:00 -0600

The legible story is that Catherine is a writer, producer, and digital media consultant. She helps creative people connect with new audiences, usually writers, usually online. But she hasn't had a W-2 job since 2017. Before that she worked as an actor, worked at a company called Longreads, and then has done a bunch of solopreneur experiments over the past five years.

Her recent interest is writing and speaking about how to navigate systems that make self-employment harder in the United States, like housing, healthcare, taxes, and insurance.

🍿WATCH ON YOUTUBE

Links:

Her How To Get A Mortgage Course
Her Website
The Catastrophe of Success (Tennessee Williams)
Small Bets Community

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Audio Timestamps:
0:00 Audio intro
2:10 What were the scripts Catherine grew up with?
8:46 The differences in the experience of work between generations
12:19 Applying to Emerson - the cold, unwelcoming Boston
16:02 How Vassar teaches acting
16:41 Auditioning in New York City after graduating
17:16 Becoming disillusioned with a career path as an actress
20:24 Producing her first play
23:34 The American Booksellers Association
30:24 Creating jobs for herself
33:15 Working at Longreads
38:00 Leaving Longreads
39:30 After Longreads - moving to Austin
44:17 Designing life with her husband
48:18 How the system is incompatible with the new ways of life
48:52 Leaving the US as a way to gain perspective
49:42 "I'm breaking some law right now, I just don't know which one"
50:37 Does work equal suffering? The IRS' definition of a hobby
51:44 Why Catherine doesn't think in long time horizons
52:59 Getting a mortgage as a self-employed person
59:12 Small Bets & Dan Vassallo
1:01:55 LLC vs. S Corp
1:12:24 Healthcare in different states
1:16:55 Catherine's course
1:17:20 Tennessee Williams - The Catastrophe of Success
1:23:24 Cathrine's path role models?

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#119 Goosebump-inducing Waves of Knowingness - Jonny Miller on grief, friendship, living abroad, founding a company, remote work, Rolf Potts, David Whyte, poetry, and finding work that matters.

Paul Millerd — Thu, 27 Oct 2022 17:49:15 -0500

🍿Watch on YouTube

This conversation was really special.

Links:

My interview with Jonny on The Curious Humans podcast
Paul's Interview with Al Humphreys
The Three Marriages (David Whyte)
Jonny's TEDx Talk on Grief

----

📕Buy Paul’s Book (Published Jan 2022): The Pathless Path

NEW: The Pathless Path Hardcover Premium Edition

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#118 A Better Future for Healthcare - Andy Schoonover on Crowdfunding for Healthcare, Search Funds, Buying A Company, Work-Life Balance, Bitcoin & Problems With Healthcare

Paul Millerd — Mon, 24 Oct 2022 16:12:15 -0500

Andy Schoonover is the CEO of one of the sponsors of this podcast. After talking with him I actually thought he'd be a great guest on the podcast. He has a fascinating story from going from search-funder post-MBA grad to forming his own healthcare company. Can his company fix healthcare? Can anyone? Time will tell but I'm rooting for him.

Join CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here (Sponsored Link, Includes discount)

------------------

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#117 The Truth About Remote Work - Ali Greene on being a remote leader, leaving the default path, stories and taking breaks, living in different countries, & writing a book

Paul Millerd — Mon, 17 Oct 2022 16:30:58 -0500

🍿 Watch on YouTube

Ali Green has been a remote worker since 2014. It took her a couple of attempts to fully unpair from the office and even when she had a fully remote job it took her another year to lean into her freedom. Now she's writing a book about what she's learned leading teams, living in different countries, and working remotely.

Quitting her job and inventing a "story"
Experiences working remotely since 2014
Working full-time remotely for Duck Duck Go
What people get wrong about remote work
Individual preferences & desire for freedom
Why she's writing a book
Productivity & remote work

Learn more:

Ali's Book "Remote Works" (Feb 2023)
LinkedIn

-------------

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#116 From The "Holler" to Therapist to Creator Coach - Corey Wilks Psy. D. On Helping People Thrive

Paul Millerd — Tue, 11 Oct 2022 09:37:17 -0500

Dr. Corey Wilks is a Licensed Clinical Psychologist and Executive Coach with over 15 years of psychological experience.

In 2020, he stopped practicing therapy and ventured into entrepreneurship. Now, he coaches entrepreneurs and creates content to help people be more intentional with how they live, work, and create.

His latest project is Intentional Life Design, a 5-week live cohort-based course focused on helping people overcome limiting beliefs, think bigger, and do work that matters.

Find More About Corey

------------------

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#115 Creativity as a Compass - Anne-Laure Le Cunff on Leaving Google, Freelancing, and Combining Creativity & Neuroscience,

Paul Millerd — Mon, 03 Oct 2022 12:03:45 -0500

In this episode, I talk with fellow creator and curious human Anne-Laure Le Cunff. She left her job at Google and embarked on an entrepreneurial journey about one month before I did in April 2017. We compare the lessons we have learned over the past five years as well as talk about:

How her mother's experience as an immigrant influenced her work scripts
Her creative interests vs. practical career choices
Getting into google and getting sucked into the tech world
Quitting her job and thinking she needed to found a company
Shifting to freelancing and creating space in her life
Creating and writing online and building an audience
Creating in a second language
Hiring employees vs. hiring contractors
Pursuing an academic path at the same time as a solopreneur path

Her personal site: Anne-Laure Le Cunff | Wellness, Creativity & Culture
Her newsletter & community: The Maker Mind Newsletter by Anne-Laure Le Cunff (nesslabs.com)

🍿 Watch on Youtube

-------------

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#114 Training Elite Wall Street Traders - Michael Steiner on his time at SIG, using games to train market makers & becoming a high school teacher

Paul Millerd — Mon, 26 Sep 2022 05:00:00 -0500

Mike Steiner found himself on Penn’s campus at a young age not really knowing what he was supposed to do next. Thanks to helpful roommates, he started to figure out how to take advantage of the opportunities around him. He started getting more interested in math, statistics, and finance. He eventually ended up interviewing in New York and ending up at the famous training firm Susquehanna Investment Group (SIG). As a part-time trainer at first and then in a more central role, Mike started to experiment with different ways of teaching things like market making, probability, thinking in bets, and the behaviors needed to "make it" in the trading pits.

This conversation was a delight and I think you'll enjoy it. We cover:

Ending up at Penn and not really knowing what he was going to do
Figuring out he enjoyed math and finance
Getting a job at SIG
Joining the training team
Leaving finance to spend more time with his kids
Becoming a high school teacher
How he thinks about teaching & mentorship
His 20-year journey in creating his game "Stockslam"

Prefer Video? 👉 Watch on Youtube

Learn more about stockslam:

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Twitter: @p_millerd
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#113 Beyond Hustle Culture & Helping Creators Make Money - Justin Moore from Creator Wizard on his journey as a Youtuber, creator, brand agency founder, musician, and now Sponsorship Coach

Paul Millerd — Mon, 19 Sep 2022 07:00:00 -0500

Today I’m talking with Justin Moore - he and his wife was what he calls “OG Youtubers.” From creating content to landing sponsorships to building his own agency, he’s seen every angle of the creator economy. a lot over the last ten years. In the past couple of years, he walked away from the agency and has stumbled into a new path, one he’s finding a lot of joy following - helping other creators getting paid as a sponsorship coach.

He turned down a buyout offer for his course and newsletter because he enjoys it so much. Check out this convo as we explore:

Scripts Justin grew up with
What he learned from his parents buying a Supercuts
Launching a successful Youtube business
How illegible his success was to his family
His struggles with hustle culture
Finding the work he likes doing
…and more

Justin's mission is to enable creators big and small to land 1 million paid brand partnerships by 2032.

You can find Justin here ⇒ Creator Wizard or Twitter

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📲Connect + Follow Paul

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#112 The Power of Play In Work & Life - Gary Ware is Leading A Playful Rebellion

Paul Millerd — Mon, 12 Sep 2022 06:34:43 -0500

Gary Ware is someone that inspires me. I've seen him give two walks, both at the World Domination Summit in 2018 and then in 2022. In each, he stood out for his ability to show up as himself and share playful and powerfully true stories about his journey. I love when I get to meet people like Gary and this interview was no different. You can feel his positive energy flowing through the screen (or earbuds!).

🍿🎞️ Watch This Episode on Youtube

Links Mentioned:

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
Paul’s Newsletter: Subscribe to Boundless
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🙏Further Ways To Support The Podcast:

I use Transistor to host this podcast. It rocks. Launch Your Here
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Web Hosting: Skystra Fast WordPress Hosting
Host your own community" Circle 14-day free trial

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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#111 The Art of Self-Management - Claire Emerson on Quiet Achievers, Her Unconventional Path, Finding Digital Mentors & Overcoming Procrastination

Paul Millerd — Tue, 06 Sep 2022 09:45:58 -0500

Claire Emerson is a writer and project consultant who helps business owners execute their best ideas.

She is the curator of Flourish newsletter and the creator of Implement My Course — a free 10-day email course on how to apply what you learn without procrastination poisoning your progress.

Links Mentioned:

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
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#110 The Very Online Quasi-Wandering Monk - Tasshin Fogleman on Metta, Monasteries, Leisure, Work, Twitter and Finding Work That Matters

Paul Millerd — Wed, 24 Aug 2022 08:38:31 -0500

I spoke with Tasshin Fogelman about his life's work to bring more love into the world, how he navigates life as a modern online monk, what he learned from spending time at the monastic academy, and what he see's as work worth doing.

You can learn more about his work here: https://tasshin.com/

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#109 Autism at Work, Early Blogging & Unconventional Paths - Tara McMullin

Paul Millerd — Tue, 02 Aug 2022 14:00:19 -0500

Tara McMullin is a writer, host of the What Works Podcast, and also cofounder of a podcast production studio. She's been working with small business owners for more than 13 years and has a deep understanding of what makes them tick. She’s recently written about realizing she was autistic and how that has impacted her role in the workplace.

🍿 Watch On Youtube

🔗 Links:

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📲Connect + Follow Paul

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📲Connect + Follow Paul

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Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

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The Nonlinear Life Path: College at 16, Med School in Cuba & Starting Over After Kids - Aida Alston

Paul Millerd — Wed, 27 Jul 2022 03:00:00 -0500

Aida Alston is no stranger to alternatives to the default path. From testing out of high school at 15, to finishing college with no debt, then going to medical school for free in Cuba, Aida has been walking her version of a pathless path for a long time.

But she's at a transition point now. She decided not to pursue clinical practice as a physician—again turning away from the default path right in front of her. She's been a full-time stay-at-home mother since then to her two children, raising them bilingually after becoming bilingual in Spanish herself during her time in Cuba.

She's a self-described early AND late bloomer, having sped through milestones early on but now slowly figuring out what's next for her work and family. She understands many of the challenges of going off the default path—like the paradox of choice—and how decision-making and prototyping are skills to be learned and practiced while building a pathless path.

She is from San Francisco originally but now lives in New York with her husband and kids.

👉 Follow Aida on Twitter and Read Her Writing

Links Mentioned:

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

Twitter: @p_millerd
Paul’s Newsletter: Subscribe to Boundless
Paul’s YouTube: Subscribe

🙏Further Ways To Support The Podcast:

I use Transistor to host this podcast. It rocks. Launch Your Here
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Web Hosting: Skystra Fast WordPress Hosting
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NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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Fixing The Healthcare System For Indies x Web3 - John Paller

Paul Millerd — Tue, 19 Jul 2022 14:33:59 -0500

John Paller is a Denver-based entrepreneur and the Founder of Opolis, a Digital Employment Cooperative for independent workers. He is also the founder of ETH Denver, the world’s largest Web3 and Ethereum festival.

Prior to discovering Ethereum in 2015, John spent more than 15 years in talent acquisition, HR Technology, and employment systems, building multiple successful enterprises. John brings a breadth of experience in fundraising, investor relations, community outreach and crypto economies, guiding his vision of democratizing employment and growing decentralized communities. In 2014, John was awarded “40 Under 40” by the Denver Business Journal for his contribution to shaping the future of business.

CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here

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NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
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😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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How To Set Goals & Do Things That Matter - Malcolm Ocean

Paul Millerd — Tue, 12 Jul 2022 07:18:53 -0500

Malcolm ocean is a fellow wanderer of the pathless path and as is such - is hard to describe. He runs a software company, Complice which helps people turn big goals into day-to-day actions. More broadly from my vantage point, Malcolm appears to be one of the most deeply curious humans alive about how we make things happen at the individual and group levels.

Follow Malcolm:

Website
Twitter @Malcolm_Ocean
Sign Up For Complice and get one bonus week

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

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Paul’s Newsletter: Subscribe to Boundless
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🙏Further Ways To Support The Podcast:

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NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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Lessons From Homeschooling, Skipping College & Carving Her Own Path - Hannah Frankman

Paul Millerd — Tue, 28 Jun 2022 14:15:57 -0500

Follow Hannah:

Links Mentioned:

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📲Connect + Follow Paul

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Paul’s Newsletter: Subscribe to Boundless
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🙏Further Ways To Support The Podcast:

Become a sponsor of the Podcast / Newsletter
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NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
📕 Buy My First Book, The Pathless Path (65k+ Sold): The Pathless Path
😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

X: @p_millerd
Instagram: @pathlesspaul
Paul’s Newsletter: Subscribe to Pathless (26k+ People)
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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
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What Do Digital Nomads Tell Us About The Future? - Lauren Razavi (Executive Director, Plumia)

Paul Millerd — Wed, 22 Jun 2022 08:15:22 -0500

Lauren and I first talked when I was locked down in Taiwan in 2021. It was amazing to connect with another nomad and writer after weeks of not seeing people. I was also a bit stuck in my book writing process and she gave me a ton of helpful hints to take my book to the next level.

I was excited to interview Lauren because she just finished her own book, Global Natives about her own experience as a nomad (since 2013!) and also the past, present, and future of the movement. I think she is one of the most thoughtful perspectives on the future of work and global mobility.

Currently, Lauren is Executive Director of Plumia, the mission to build an internet country for digital nomads at SafetyWing, a Y Combinator company that raised a $35 million Series B in 2022. She is also author of the book Global Natives and writes the Counterflows newsletter) about borderless living. She tweets @LaurenRazavi.

SPONSOR: CrowdHealth: You ditched the traditional path… why haven’t you ditched your traditional health insurance Experience the freedom and affordability of cash payments and community-funded healthcare with CrowdHealth. Use promo code “Boundless” during sign-up for a special discounted subscription offer. Sign Up Here

Links Mentioned

Path Role Model: Pia Mancini
Minimum viable state
Book Recommendation: Slouching Towards Bethlehem by Joan Didion

Timestamps

2:01 Introduction
3:22 Lauren's Influences Growing Up
6:30 Lauren's Idea of Home
9:00 Paul on International Couples
10:24 Lauren on how she sees "place" & digital citizenship
12:44 Becoming a Digital Nomad
17:26 Paul's experience in Bali
19:34 Digital Nomads being self-reflective
23:51 The fear of asking questions about life
30:10 How everything changed in 2020
31:52 Why the remote work is here to stay
34:21 Asking better questions - Nomads and Settlers
43:52 Lauren's approach to writing - working with an editor
51:21 The most interesting experiments with countries/policies
58:23 The problem with the real estate
1:02:28 Rapid fire questions with Lauren

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

📲Connect + Follow Paul

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NEW: The Pathless Path Hardcover Premium Edition

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😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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Growing up in Hawaii, Corporate Detours & The Future of Audio - Sky King

Paul Millerd — Tue, 14 Jun 2022 08:00:28 -0500

This episode is with Sky King, the founder of Modern Stoa, a podcast advertising company for podcasters. His path is fascinating - he grew up in Hawaii, rarely wore shoes, was heavily influenced by Asian culture, had a father who was retired, and somehow ended up in a massive corporation right after college. In 2016. he became fascinated by how the media was shaping the 2016 US election and decided it was time to act. From a cold email to Ryan Holiday to helping build Aubrey Marcus' podcast, Sky was on his way. His long-term vision is to build an alternative to traditional advertising in audio.

We talk about this and a lot more including:

Why he quit a good job to work at a smoothie bar
How a cold email to Ryan Holiday changed his life
Growing up in Hawaii
Serendipitous events that lend to him moving to Austin
The future of Audio

Links Mentions

Timestamps

1:41: Intro to Sky and where his name came from
5:03: Sky's influences growing up
11:34 Why he went to the corporate world
17:12 Cold emailing Ryan Holiday & vision for
19:47 Sky's "quake moment"
25:15 Moving to Austin and working for Aubrey Marcus
30:44 Sky's desire to help people
32:55 Growing up in Hawaii
36:10 Going to China at 10
39:30 Everything anywhere all at once reflections
44:40 The "true default path"
47:30 Hiring someone & responsibility
48:30 "what are you uniquely positioned to do?"
49:20 Advertising Subsidy & Media incentives
57:20 Meme farming & future of audio
1:01:30 Bucky Fuller & specialization

📕Buy Paul’s Book (Published Jan 2020): The Pathless Path

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NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
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😁 Join 500+ In My Cozy Community: Pathless Path Community

📲Connect + Follow Paul

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🙏Further Ways To Support The Podcast:

Accounting, Taxes, and Payroll for Your S-Corp (Ideal for $60k+ income): Collective
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The Arc of The Practical Creator - Lawrence Yeo

Paul Millerd — Tue, 07 Jun 2022 07:45:43 -0500

Being an undeclared major till his senior year of college, Lawrence didn’t really know what he wanted to do. After looking up which jobs make the most money, he decided to declare as an economics major, leading him to explore Investment Banking. While he didn’t end up working in investment banking, he was still pulled by the power of prestige, something he says “is a drug, and is most potent” when you are young and looking at schools. Over a number of years and experiments with music and creating and writing, he slowly started to figure out a better path forward for him. After leaving the corporate world for a second time, Lawrence finally found a calling - writing on his blog: More To That where he uses visual storytelling to express his ideas of pursuing alternative paths, sharing ideas, and creating online.

Some of the topics we explore in this conversation include:

The influence of money and prestige
Burnout and reflection
The importance of the right partner
Finding the right medium
The Arc of the Practical Creator

How To Find Lawrence:

Website
@moretothat (twitter)

Audio Timestamps

2:26: Intro/Who is Lawrence
3:47: Scripts around creativity
5:37: Prestige and Money
8:56: Fear of ending up broke and homeless
16:55: Knowledge Work & Burnout
21:20: Having the right partner supporting you
29:38 How writing emerged as something important
32:44: The Arc of the Practical Creator: Stage 1
42:15: The Arc of the Practical Creator: Stage 2
50:48: The Arc of the Practical Creator: Stage 3
59:10: Rapid-fire questions with Lawrence
1:03:35: Outro/Where to find Lawrence

Buy Paul’s Book (Published Jan 2020): The Pathless Path

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Podcast Update! Re-branded as The Pathless Path & LIVE Q&A From Youtube

Paul Millerd — Wed, 01 Jun 2022 13:30:21 -0500

I offer a short little update on the next steps for the podcast and include a live Q&A I did on youtube last week.

Video link: https://youtu.be/CGbw7Q8hoys

NEW: The Pathless Path Hardcover Premium Edition

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The Money Path or The Life Path? - Tim Malnick

Paul Millerd — Mon, 28 Mar 2022 18:16:57 -0500

Tim Malnick has always lived between the two worlds of business and creative/activist circles. In his twenties, he stumbled into a creative group of young people, of which “none of them following the obvious path.” This gave him a lot of confidence that different kinds of paths were possible and enabled him to offer a diversity of perspectives that he was able to bring to many different environments.

One of the things he spends a lot of time on now is helping people transcend their relationship with money. He runs The Money Workshop with people helping them explore the scripts people have with money and realized that people have one of two orientations towards the world:

#1 The Money Path: “One day when I sorted this out I’ll get to do what I want”

#2 The Life Path: “Do what you love and the more you follow it you will have your needs met with and without money”

Which one are you?

Learn More About Tim’s work here 👉 Different Space - Transformational learning & development by Tim Malnick

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JUST LAUNCHED: 📕The Pathless Path

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Music, Entrepreneurship & Embracing Non-Work - Paul Canetti

Paul Millerd — Mon, 21 Mar 2022 15:30:20 -0500

Paul Canetti is a professor at Columbia Business School and sits on the Strategic Advisory Board of Riverside Acceleration Capital. We explore his initial passion for music growing up, how he became an accidental founder, and how he's exploring his relationship with work after exiting his startup.

He was named one of Inc.'s “30 Under 30” and has founded multiple software businesses including MAZ and ClickEasy (originally Bounce House), both of which were acquired in 2021. He is an angel investor, startup advisor, and the author of an upcoming book about the business implications of augmented reality.

He also hosts Tech News for MBAs

----

New to Reimagine Work? Learn more about Paul here

JUST LAUNCHED: 📕The Pathless Path

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The Magic of Writing with Sasha Chapin

Paul Millerd — Fri, 11 Feb 2022 20:30:17 -0600

I talked with writer and writing coach Sasha Chapin about the role of writing in our lives, how we think about writing, and how he specifically helped with my process in the book.

Check out Sasha here: Sasha Chapin (imsashachapin.com)

& Buy Paul's Book https://think-boundless.com/the-pathless-path/

NEW: The Pathless Path Hardcover Premium Edition

📘 My 2nd Book Good Work: Learn More
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📲Connect + Follow Paul

X: @p_millerd
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🙏Further Ways To Support The Podcast:

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Khe Hy - Tales From The Pathless Path

Paul Millerd — Wed, 09 Feb 2022 16:27:10 -0600

Join Khe's Supercharge Your Productivity course: https://10k.radreads.co/join-syp11/yzrsv (affiliate)

Get access to Khe's $10k training which will help you wander towards the pathless path: https://radreads.co/millerd

From a live event where Paul & Khe talk about their shared journeys of self-employment, creating online & more

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The Pathless Path Launched! (reading of the introduction)

Paul Millerd — Wed, 26 Jan 2022 19:57:00 -0600

Just launched my book, The Pathless Path!

Purchase the book here.

This is the introduction of the book.

I'll be releasing some clips of me reading the book and will eventually publish an audio book.

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Valuing Options & Possibilities On The Solo Creator Path with Kris Abdelmessih

Paul Millerd — Tue, 09 Nov 2021 20:01:35 -0600

Kris Abdelmessih has one of the most unique perspectives on life and works I've stumbled across in the past few years. He uses his experience as a trader to look at decision-making and work investments through the lens of options, pricing, and other financial models. I enjoy his perspective because unlike other financial types, he seems to have a proper appreciation of non-work / non-productive time.

We explore his recent break from trading, his creative journey writing on the internet, and finding his people, and he challenges me to think differently about how I'm spending my time with my work.

The conversation dramatically shifted how I'm thinking about the possibilities of my path. If you are on a self-employed path, this is a must-listen:

For Kris' newsletter: Party at the Moontower - (moontowermeta.com)

------------

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The Formless Path - Money, Fatherhood & Creativity (Howard Gray)

Paul Millerd — Mon, 27 Sep 2021 08:00:00 -0500

Howard Gray is the founder of Wavetable, a studio that helps brands and companies come together to develop fan-based experiences to help teams teach and share ideas.

The two things that drive him are to "create space for people to do the work they want to do" and to help people "make sense of the world and overcome the tension of putting things out in the world"

We dive into his idea of the formless path, why the creator economy is in danger of being hijacked, how he sees himself as a guide rather than as a creator, and why fatherhood is helping him "sharpen" his focus.

Links Mentioned

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The Shadow Side of Solopreneurship - Darren Joe

Paul Millerd — Sun, 19 Sep 2021 03:53:25 -0500

“You can’t study or learn your way into a new identity” - I love this quote from Darren Joe. He’s been thinking about carving a different path from 2003 to 2004. He said that he was driven by a natural drive to be independent and do his own thing. I found this pretty impressive because in those years not many people were doing what he was doing.

He recently published a book titled The Fail-Safe Entrepreneur. In it he argues that almost all solopreneurs strive for three things: Freedom, Adventure, Meaning. I definitely agree. However, he says many fail to reach these aims because they ignore the shadow side of this path. He details four things - FAIL: Failure, anxiety, instability, loneliness.

We explore many things in this conversation including:

Grappling with the achiever identity
Longing for independence and freedom
Parental approval
Building Community
Experiments
Defining success

You can buy his book the Fail Safe Solopreneur on Amazon

------------------------

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Six Months In The Creator Economy - Michael Ashcroft (Part 3)

Paul Millerd — Thu, 19 Aug 2021 08:22:24 -0500

In parts 1 and 2, I interviewed Michael about his plan to quit his comfortable consulting job and start a new path creating and selling courses online.

Let's see how he reacts to his own quotes from a year earlier!

------------------------

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Accidental Freelancer To Brand Consultant, Founder & Freelance Coach (Austin Church)

Paul Millerd — Wed, 04 Aug 2021 05:42:38 -0500

Austin Church thought he was going to be a poet. When that didn't go as planned, he joined the business world. Six months later he was laid off in the 2008 recession. Luckily, his firm hired him back as a freelancer and that completely changed his perspective on work. Ever since he's been hacking a living, shifting roles as a freelancer, founder, entrepreneur, and coach. We chat about his journey and more.

Learn more about Austin and his great writing on freelancing here.

---------

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Burnout & "Living At Work" In 2020 - Natalie Rachel

Paul Millerd — Thu, 22 Jul 2021 01:48:23 -0500

Natalie Rachel went through her own experience with burnout before turning to help others. She found that "with burnout, rest doesn't touch it," you need a deeper strategy. We compare notes on our own journeys where we were surprised by burnout. We thought it was something that resulted from working long hours. Natalie says a better way to think about it is as "self-neglect of reflection."

Resources Mentioned:

---------

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Narratives, Work & What Matters - Ben Hunt

Paul Millerd — Tue, 06 Jul 2021 07:57:54 -0500

Ben Hunt is a father, husband, former academic, author turned blogger, former hedge fund analyst, investment advisor, and farmer.

And he’s also my podcast guest in this episode.

His writing has been an inspiration to me as I try to carve my own path after leaving what he calls “Team Elite.” His philosophy of make, protect, teach focuses on local and bottom-up change in the world. In addition, we also discuss:

How losing his father changed his relationship with time
Industrially necessary scripts and "the good egg"
Why writing about work elicits strange responses
How he thinks about narratives and politics related to work

---------

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Money Fears, Self-Employment & Living Abroad With Kids - Jenni & Lisa Dazols

Paul Millerd — Thu, 24 Jun 2021 04:11:37 -0500

Jenni and Lisa Dazols read an essay six years ago which made them question their frantic & busy lifestyle. They could barely take care of their dog. They decided to take a break from a work. We dove into their story of deciding to move abroad, taking a sabbatical, having kids, moving to Taiwan, launching a passion project, coaching people on their money fears, and what they've learned along the way.

They run a business called Modern Family Finance and help people think about finances in a way that lets them live the life they want to live. They also run a charity bike ride in Taiwan supporting LGBTQ rights called Rainbow Ride.

Links:

---------

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A Sabbatical Every Seven Weeks - Sean McCabe

Paul Millerd — Thu, 17 Jun 2021 08:52:31 -0500

Sean McCabe runs seanwes and in 2014 he was working seven days per week. Yup, no breaks. He knew he needed to make a chance but the problem? All of his friends and even his wife worked at the company. He decided he would take every seven weeks off. He quickly realized it was a bit unfair to his team and extended it to everyone in the company. He's found that not only has his life gotten better but his business has continued to grow and they have figured out how to build mandatory (not like "unlimited vacation...) sabbaticals into the operating rhythm of the company. His mission is to help every company globally (yes, really) embrace this model by 2047. I'm on board.

---------

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Ali Abdaal on Identity, Prestige, Creativity & Meaning and Deciding To Leave Medicine

Paul Millerd — Mon, 03 May 2021 06:00:00 -0500

I had a conversation with Ali Abdaal about his year away from medicine, how he grapples with his identity, the challenges of veering off the course of traditional metrics of success, enjoying the journey, and the challenges he faces.

More from Ali here: https://aliabdaal.com/

---------

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What happens six months (and three months) before you quit? - Michael Ashcroft

Paul Millerd — Tue, 13 Apr 2021 06:00:00 -0500

I talked with Michael Ashcroft six months before he was planning to quit his job. We talked about his plan to quit his job, what was going through his mind, his fears and what he expected might happen.

We then chatted again three months later after he submitted his notice and checked in on how he felt

----------

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The Self-Employment Meta-Game (Dan Vassallo)

Paul Millerd — Tue, 26 Jan 2021 06:13:26 -0600

I had a delightful conversation with Daniel Vassallo a self-employed creator for the last three years who seems to have gone through many of the same "a-has" as I have. He walked away from Amazon despite making an absurd salary of $500,000 a year. We talk about why he made that leap, why he would never go back and some of the unexpected lessons and insights he's learned from becoming self-employed.

You can learn more about Dan at his site => Dan Vassallo

----------

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Paul is also working on a book to launch later this year titled The Pathless Path

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Who are digital nomads? (Professors Rob Litchfield & Rachael Woldoff)

Paul Millerd — Tue, 19 Jan 2021 10:42:11 -0600

Robert Litchfield & Rachael Woldoff have recently written a book titled "Digital Nomads: In search of Freedom, Community, and Meaningful Work in the new economy"

A married couple and both professors, they bring an interesting combination of perspectives. Rachel is a sociologist specializing in urban communities and Rob is a management professor specializing in creativity and motivation.

They both moved to Bali for three months with their kids and immersed themselves in this world. I share some of my perspectives and they share what they learned, how it impacted how they lived their life and how they see these trends impacting modern work and institutions.

--------------

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Quitting To Teach History to 500k+ on TikTok (Michael McBride, Creator of Idea Soup)

Paul Millerd — Mon, 11 Jan 2021 07:00:00 -0600

Michael Mcbride left his job almost a year ago to work on building out Idea Soup, an instagram and TikTok channel focused on helping re-inspire people’s passion for history and knowledge.

We talk about his creations over the years, how he has felt since leaving his job over the last year, what he’s learned from engaging with young people on TikTok and how he sees the future of education emerging from things like TikTok and other online platforms.

On his foundational belief: “If I had a thesis it's that education really does work and education really does matter”

His motivation and secret to his success: He said, “I find history so crazy and weird and fascinating that I think that;s contagious. If I had a mission it’s not to make them more educated, it’s to make them go. “How did roman's wipe their ass, that’s crazy,”

Listen to the episode to find the answer to this!

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Curating Goodreads Remotely (Uri Bram, CEO of The Browser)

Paul Millerd — Wed, 23 Dec 2020 19:13:28 -0600

Uri Bram is the CEO of The Browser which runs regular newsletters to help people find good articles, podcasts, and videos to read. He has been living as a digital nomad for over seven years and also runs The Browser as a remote company.

We chat about Uri’s own journey, what it's like working with Robert Cottrell (who reads 10-12 hours a day), his early experiences becoming a kindle best-selling, how he thinks about running a remote company and some of his favorite reads worth checking out.

Articles/Books mentioned

In Praise of Idleness and Other Essays, Bertrand Russell
Derek Parfit, Reasons and Persons
Leadership & Solitude, William Deresiewicz
Disadvantages of an Elite Education, William Deresiewicz
Seeing Like a State, James Scott
How Ghost Is Structured for the Long-Term
The Great Works of Your Life, Cope
Ada Palmer, Ex Urbe
Susan Bryson, Aftermath
Salary Negotiation: Make More Money, Be More Valued, Patrick McKenzie

-------------------------

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Packy McCormick - Bringing Fun To Newsletters Since 2019

Paul Millerd — Fri, 04 Dec 2020 16:01:09 -0600

Packy says that his differentiation "is that I’m going to be having more fun than most people”

I've been a big fan of the energy he's brought to his writing over the past couple of years. But he didn't set out to have a popular newsletter. His real plan was to launch an in-person community.

We chat about how the pandemic helped him figure out why that wasn't a good idea and how he's thinking about his solopreneur journey,

----

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If you want to subscribe to Paul's weekly newsletter on the modern state of work, the solopreneur journey and creating online, you can subscribe here.

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Podcast Update Nov 2020 - The Pathless Path

Paul Millerd — Tue, 03 Nov 2020 10:47:31 -0600

I decided to record a short little update with my friend Travis. What have I been up to, where have I been living throughout the pandemic and what is in store next for Reimagine Work.

If you'd like to watch on YouTube, you can do that here: https://www.youtube.com/watch?v=7Xlqe6D-HfM

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Angie Wang - My Partner On This Crazy Journey

Paul Millerd — Mon, 19 Oct 2020 14:28:47 -0500

I interviewed my wife, Angie, who has gone through a major career change and has launched a number of creative experiments and projects over the past couple of years. She reflected on what its been like going along this journey alongside me and grappling with success, identity, being a woman in Taiwan and creating in public.

Video Version Of The Interview: Watch The Interview on Youtube

If you like conversations like this, join my weekly e-mail which is an exploration of life, work, creativity and a contemplation on what matters: Boundless Newsletter

...................................

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I also use Podia for my Reinvent Course. I like both Teachable and Podia but Podia is probably better if you are just getting started and don't want to get lost in customizing the pages. Their referral deal is super generous for me 30% of your monthly fees forever, so I'll be a huge supporter of your course ;-) Pro Tip: Click my link and then sign up for a free trial. If you wait a few days to commit, then they'll offer you a 15% lifetime discount in the first two weeks.

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Carving a 21st Century Life & Career - Steph Smith

Paul Millerd — Wed, 16 Sep 2020 06:00:00 -0500

Steph has a hard time identifying as anything. Remote worker, writer, or coder don't really do it justice. The thing that stands out when you talk to Steph is that she is a LEARNER. Through competing in chess as a child she learned the valuable meta-skill of how to improve and never really saw any reason why she couldn't just take something up.

This mindset is invaluable in today's world and this is demonstrated by the way Steph landed her job at The Hustle (hint: it didn't involve a formal application.

This conversation was a lot of fun and explores:

Digital nomadism myth vs. reality
How she chooses where to live
What she learned traveling the world competing in chess as a child
How she thinks about work and her identity
One of her favorite topics - words that don't translate

Learn More: StephSmith.io

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The Possibilities Of Life Beyond Work with Oshan Jarow

Paul Millerd — Tue, 08 Sep 2020 17:39:31 -0500

Oshan sums up his worldview as:

"We’re all going to die, but in the meantime, the world is far more mysterious, wonderful, and stimulating than human consciousness plagued by economic precarity can experience.”

We explore that possibilities might emerge if we can imagine a life beyond work.

Be brave and join us on this episode?

Oshan's Work: Musing Mind

Subscribe to boundless: Subscribe

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Amy McMillen - Wandering In Uncertainty & Writing A Book (Mid Pandemic)

Paul Millerd — Mon, 31 Aug 2020 17:54:05 -0500

I had a great conversation with Amy McMillen via a live group conversation and we talked about her journey of leaving her full-time job WITHOUT a plan, what it felt like, what she learned and how she ended up documenting it in a beautiful book during the pandemic.

Our full conversation, including Q&A can be found here: YouTube Link

Subscribe to Paul's weekly newsletter on work & what matters: Boundless @ Substack

Buy Amy's Book: Reclaiming Control @ Amazon

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Will Bachman: Building an Independent Consulting Practice With a 5-Decade Success Mindset

Paul Millerd — Thu, 28 May 2020 13:21:56 -0500

Will Bachman is the creator of a community-first talent platform for management consultants, Umbrex and hosts a podcast for independent consultants called Unleashed. We talk about the recent course he created called the Guide To Setting Up Your Consulting Practice course ($100 off with the code: boundless), which is a product of his 12 years as an independent consultant and his work helping hundreds (perhaps thousands) become thriving solo consultants. We talk about

How he thought about independent consulting in 2008 versus now in 2020
How his talent platform, Umbrex, was born and how it has remained community focused
What led him to create his course and some of the
What makes him want to “keep playing the game” of self-employment
How independent consultants can think about finding new clients
How he designs experiments to keep his learning journey alive
How he builds his virtual team to help him succeed as a consultant
How he filters everything he does through a 5-decade time horizon

If you want to connect with Will, connect with him on LinkedIn or Twitter,

If you want to get the Guide To Setting Up Your Consulting Practice:

E-mail guide@umbrex.com for a gift form
Or enter "Boundless" for $100 Off
Link Here

Books Mentioned:

Tribes by Seth Godin
The Irresistible Consultant's Guide to Winning Clients by David Fields

Support Boundless:

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Reflection with Andrew Taggart on Work & Life

Paul Millerd — Thu, 26 Mar 2020 09:30:25 -0500

A conversation and reflection with Andrew Taggart on total work, the role of the human amid our current crisis and an exploration of philosophical questions

For more on Andrew: His Website

Music: Deliberate Thought by Kevin MacLeod

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Laurel Farrer: The Global WFH Experiment & Long-Term Promise Of Remote Work

Paul Millerd — Wed, 18 Mar 2020 10:24:03 -0500

Laurel and I decided to jump on a video call to talk about the world emerging work-from-home experiment amid the evolving Covid-19 pandemic. We wanted to talk about some of the deeper principles & opportunities that remote work offers and talk about how companies might think about it in the next month and over the next few years. We talk about:

The short-term mindset companies should take in the next few weeks (hint: don't overdo the tools right now)
What the broader opportunity is for remote work over the next 10 years
The role of trust in remote work and what happens when it breaks down
How to think about meetings and how to design your day and re-think productivity
Examples of companies who have been innovating in this space for 10+ years
Experience from Laurel's 10+ years as a remote team leader

As the Founder of Distribute Consulting and the Remote Work Association, Laurel Farrer starts, strengthens, and leverages virtual workforces to solve corporate and socioeconomic concerns. A global thought leader on the topic of remote work, Laurel collaborates with the world's leading businesses and governments to eliminate virtual worker discrimination, prevent policy retraction, increase remote job accessibility, train distributed leaders, and design economic initiatives. Additionally, she also shares her expertise as a Forbes contributor, subject matter expert for business education curriculum, and virtual software product advisor.

More:

Episode Link & Show Notes
5 Tips For Remote Work (Boundless)
CEO of Doist & CEO of Zapier on Remote Work
Laurel on Twitter & LinkedIn

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Imagining A New American Dream (Diania Merriam, Econome Conference)

Paul Millerd — Wed, 08 Jan 2020 13:57:02 -0600

In 2015, Diania Merriam discovered the Mr. Money Mustache blog about financial independence and reading it was like a refreshing punch in the face. At the time, she was living in NYC and $30k in debt. She got out of that debt in 11 months and started saving 60% of her income. This newfound grip on her finances gave her a huge boost of confidence to pursue goals that previously felt out of reach. In 2017, she moved to Cincinnati after negotiating a remote working arrangement with her employer.

She then took a 2 month unpaid sabbatical to walk the Camino de Santiago (a 500 mile trek across northern Spain). She also bought a house, adopted a dog, and found herself a midwestern gentleman. Diania founded EconoMe, a one day event at the University of Cincinnati on March 7th, 2020, to make the ideas that inspired her more accessible to others.

---------------

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Longform Thoughts: Why Organizations Undermine Creativity & Potential

Paul Millerd — Wed, 01 Jan 2020 20:53:48 -0600

For the re-launch of the Boundless podcast, I'm releasing a previously Patreon-only audio discussion of a piece I wrote - Crisis at Work - which was published in the fall of 2017.

*You can read the piece here*: Crisis At Work

I talk through six key reasons why organizational fail to unlock human potential:

We're defaulting to the wrong goals (shareholder value)
We're mistaking authority for performance (the Tom Brady principle)
We aren't providing a connection to purpose
We don't understand how organizations operate (Chaos theory)
We aren't giving people autonomy
We're choosing comfort over growth

Boundless Links:

Subscribe to the newsletter
Support On Patreon
Join The VIP Facebook Group (upcoming book club on Bullshit Jobs in September 2018)

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A Remote Company With 40 Vacation Days?! (Amir Salihefendić, CEO Doist)

Paul Millerd — Tue, 10 Dec 2019 06:47:53 -0600

Amir Salihefendić is the Founder and CEO of Doist, a fully distributed, remote company that creates productivity tools (Todoist & Twist). We dive into his story of moving from Bosnia to Denmark as a child and how he started Doist while in college. He’s built a growing technology company in a fully remote setting, often experimenting with different ways of working and sharing the thinking behind the decisions as he goes on the doist blog as a major supporter of the remote work movement.

------------

Like the podcast? Show some love on twitter or become a patron

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The Lazy Person's Guide To Freedom, Generosity & Creative Work (Moataz Ahmed)

Paul Millerd — Sun, 01 Dec 2019 22:15:41 -0600

Moataz Ahmed otherwise known as “motizzy” is a graphic designer, consultant and hand lettering artist. He recently published Part 1 of his book titled, “Lazy Person’s Guide to Freedom” and we talked about his journey and book in this conversation.

We also talk about:

How we naturally started freelancing by helping people
His embrace of the “gift mindset”
How he improved his will-power and motivation
How he thinks about freedom and justice
How freedom should also be about speaking out for other people’s freedom
Learning new languages and the benefit of cross-cultural insight for design work

You can learn more:

Motizzy.com
Lazy Person’s Guide To Freedom ($0+ Gift Pricing)
His great design work on instagram

-----

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Twitter Friends & Threads, Self-Employment & Curiosity (Visakan Veerasamy)

Paul Millerd — Wed, 30 Oct 2019 00:21:16 -0500

I connected with Visa on twitter, where he’s made many friends over the past several years. I wanted to interview Visa to talk about his leap to self-employment over the past couple of years, but we talked about so much more. We talk about:

What the word “nourish” means to him
His evolution on procrastination and getting started
How to find like-hearted humans on twitter
The “asshole problem”
The curious humans of twitter
How he creates his own work

See the episode notes here

Follow Visa on twitter

---

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Rest, Leisure, Working Less & The 4-Day Workweek (Alex Pang)

Paul Millerd — Tue, 22 Oct 2019 05:00:00 -0500

Alex Pang is the author of Rest about how you can do more while working less and is author of the forthcoming Shorter, which shares stories of companies that have shifted to a four day workweek.

Hear about Alex's own sabbatical, how he changed his relationship to rest and what he's learning now.

----

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Geography & Culture Side Hustle Experiments w/ Rohith

Paul Millerd — Thu, 17 Oct 2019 06:00:00 -0500

I'm experimenting with some shorter episodes where I explore side hustles and creative experiments with people taking action on experiments they are excited about.

This one features Rohith Amruthur, creator of the Lost Geographer, which you can learn more about here. If you have any suggestions or want to come on the podcast, shoot me an e-mail.

If you'd like to support this podcast you can do so here.

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The Phases & Emotional Journey Of Making A Work Shift (Stephen Warley)

Paul Millerd — Thu, 19 Sep 2019 08:28:08 -0500

I had a 2nd conversation with Stephen about the phases and emotional experiences of what a shift looks like. He's coached hundreds of people so has a good understanding of what people typically face.

I created this as part of my curious exploration of making sense of what it takes to reinvent in the modern world.

If you want to support the podcast, you can go here.

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Good Writing & Doing Work That Matters (Andy Sparks, CEO Holloway)

Paul Millerd — Wed, 04 Sep 2019 04:43:36 -0500

Andy Sparks founded a company called Holloway, which is trying to solve the problem of sharing knowledge online. He shared how his startup is trying to combine beauty, writing & deep knowledge to complex topics like Venture Capital and Hiring.

We talk about his journey, how he started writing, the professor that changed his life in college and how his father has influenced his approach to work & life. He also shares how he thinks about "a lake" as a metaphor for life and how he stays in touch with friends in a vulnerable way.

We talk about:

Andy's writing practice
Teaching & modern education system
A college professor that inspired him to think differently
Unlocking wisdom from books on the internet
Grappling with success & status in the modern world
How he stays in touch with the people that matter to hi

Learn more about Holloway here or subscribe to Good Work

------------------

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Coworking That Works & The 10k Independents Project - Alex Hillman, Indy Hall

Paul Millerd — Wed, 21 Aug 2019 04:39:51 -0500

" coworking at its best isn’t an occupancy based business at all. If the only time your members can get value from their membership is when they’re in the room, you’re limiting the potential of your community "

Alex Hillman runs one of the longest running co-working spaces in the world - Indy Hall - in Philadelphia. He thinks the word "coworking" has lost some of its meaning and that many companies are running "spreadsheet businesses" rather than cultivating community.

"That level of dependence on a single employer is brittle at best and dangerous at worst. And that single source of 50,000 jobs being Amazon, who is notoriously one of the most ruthless businesses in the world, is the WORST worst way to generate those jobs. "

We also dive into Alex's working model of a new project, the 10k independents project. Hear about why he thinks self-sufficient independents are better than Amazon (I tend to agree)

---------------------

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Should Everyone Have A Coach? (Ben Brooks, Founder of Pilot)

Paul Millerd — Wed, 19 Jun 2019 06:00:00 -0500

Years ago, Ben wrote that his personal mission statement was “to help people reach their full potential” and our conversation touches on this theme in many different ways. Ben is a former car rental pro turned consultant turned HR executive. His work in HR landed him on the cover of Human Resource Executive but instead of staying on the path to CEO he decided to carve his own path.

Our conversation touches on a number of issues including coaching, entrepreneurship, how his relationship with work has evolves, management versus leadership and what he wants written on his tombstone. Some other topics we touch on:

Ben’s motivation to work at Enterprise Rent-a-Car after college and what he learned
His early entrepreneurial “ventures” starting at 12 years old
How his mindset about work shifted as he became successful in the corporate world
His experience hiring working with an executive coach in his late 20s
His experience coaching and favorite exercises
Why companies are scared of trusting their people
Why being a manager is actually an incredible opportunity for people
The learning and ownership upside of carving your own path
The value of having advisors, friends of confidants to celebrate “wins”
Balancing life & work and his personal sustainability
Deciding to give himself a raise as an entrepreneur

Links Mentioned:

What coaches can do for you (HBR)
Pilot: Executive Coaching For Organizations
Ben Brooks Coaching
Connect with Ben: LinkedIn, Instagram & Twitter

Boundless:

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What living on a boat for 18 months can teach you about work & life (John Zeratsky)

Paul Millerd — Wed, 12 Jun 2019 09:49:33 -0500

In this conversation we talk about:

Growing up in a small lake community
His love of sailing growing up
Why him and his wife change their mind on taking the trip in 2015
Rethinking convenience and comfort
What comforts are worth paying for
Belonging and community
How his relationship with money has changed
How him and his wife are structuring their life to work how they want
The one change that helps people be less addicted to their phones

Links Mentioned:

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Hannah Wei on her nomadic life, Muay Thai fights, Tinder experiments & community

Paul Millerd — Wed, 05 Jun 2019 06:00:00 -0500

Hannah Wei has been living as a digital nomad for the last four years traveling across the US, Canada and Southeast Asia. When she is not working as a product consultant, she trains in Muay Thai, photographs people, and collaborates on local initiatives.

In our conversation we touch on many things, including:

Her upbringing in China and move to the US
Her creative inspirations as a child and how that evolved as she got older
Her experiment to code a bot to swipe on Tinder and tell people’s stories
What she has learned from Muay Thai
Her decision to compete in a professional Muay Thai fight in Thailand
What Muay Thai that has taught her about burnout, performance and success
How she defines success as a nomad depending on the region she is in

Follow Hannah

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Microadventures, Long-term Travel & Busking Through Europe (Alastair Humphreys

Paul Millerd — Wed, 22 May 2019 04:00:00 -0500

I talked to Alastair Humphreys after he had returned the previous night from a micro-adventure. It wasn't a four year biking trip or a challenging long walk across the desert (he's done that though!), but instead a short overnight camping trip with himself to re-connect with nature and his adventurous spirit. He helps others think about how they can design similar micro-adventures to find joy in the "5 to 9" rather than doing everything in service of the 9 to 5.

Links Mentioned:

Alastair Humphries
Subscribe to his newsletter "living adventurously"
His new book: My Midsummer Morning: Rediscovering How to Live Adventurously Hardcover – May 30, 2019

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Dreaming, starting a tribe & living on an island with three kids (Ben Keene)

Paul Millerd — Wed, 15 May 2019 05:00:00 -0500

We Talked About

Ben starting a "tribe" in Fiji
Early internet adventures
His experiences coaching people with career transition
The decision to move to Thailand with his three kids for six months
Using "no code" tools to start things like Rebel Book Club
How to think about a career in today's world
How finding a friend is one of the most important things to head in a new direction

Links Mentioned:

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Heather McGowan on learning, adapting & identity in the future of work

Paul Millerd — Wed, 08 May 2019 05:00:00 -0500

Heather McGowan is the most thoughtful writer and speaker I follow on the future of work. She is able to connect the dots between work, culture, society and identity in a way that has captured the attention of many individuals, companies and universities around the world.

Heather’s career is also a perfect example of the type of path and work that was not possible in the past. Reflecting on her path she admits “this field just sort of emerged.” As her career has shifted more towards speaking, she has been able to design her life around learning. Through her talks, she is able to get feedback and combined with her own curiosity, it helps her focus on what to learn next.

In the working world, she focuses on how we can think about learning and work in a more holistic way and traces many challenges back to education. She cites research from Gallup showing that: “while 74% of surveyed fifth-graders are engaged with school, just 32% of surveyed 11th-graders are engaged.” Perhaps some of that disengagement is because people aren’t too excited about their job prospects. She worries that organizations in the short-term are still too focused on productivity, which depersonalizes the experience of work. As work increasingly becomes specialized - she calls it “atomization” - she fears that we will increasingly only focused on “explicit knowledge” instead of the deeper tacit knowledge that makes us special.

Find out more about Heather's work here or follow her on Linkedin.

----

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Building A Company And Life Filled With Joy (Rich Sheridan, CEO)

Paul Millerd — Wed, 01 May 2019 05:35:03 -0500

Rich fell in love with coding as a child but lost that passion when coding just turned into a job in the late 1990s. As he looked around and saw everyone overwhelmed in his industry, he decided to take a different path. He co-founded of Menlo Innovations in 2001 with a personal mission to end human suffering in the workplace. He is also the author of two books Joy, Inc. and Chief Joy Officer.

Hear about his company has achieved gender diversity in the workforce, introduced pay transparency, embraces pair-working methods across all functions and other transformative principles.

Links/Books Mentioned

Boundless (Learn More Here)

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A Mission-Driven Life & Career (Jerel Bonner)

Paul Millerd — Wed, 24 Apr 2019 05:52:45 -0500

Jerel calls himself one of the original "job-hoppers." While he never found a great fit in the corporate world, in the 1980s, he was inspired by Steven Covey to develop a "personal mission statement." He used this to shape his decisions in life.

In the early 2000's he decided to shake it up and headed to China for what turned into a 14 year journey of learning and adventure.

To learn more about Jerel click here.

----------

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How To Fill Your Morning With Purpose & Joy (Craig Kulyk)

Paul Millerd — Wed, 17 Apr 2019 06:00:00 -0500

I met Craig at a conference called The World Domination Summit and when he introduced himself he gave me a pack of tea with his business card on it. Everything he does is like this - packed with thoughtfulness and humor.

Craig is also the creator of the Morning effect, something he ended up being passionate about after going from someone that hated mornings to a morning advocate over the past 7 years. He defines the morning effect as:

"the principle that what you choose to do in the morning can have an amazing impact on other parts of your life. It leads you to get up and be productive, do more of the things you wish you were doing, and embark on your days already feeling accomplished. All of that is a HUGE win, but honestly, it’s just the tip of the iceberg…"

He’s experimented with 100 morning rituals over that time and now works with people to help them take back their mornings and find “another 20 hours” a week as he did.

His story is more than another “hustle” hack - its grounded on bringing more presence, joy and creativity to ones life and is why I hope you check out the podcast this week!

For More => The Morning Effect Boundless Page

Books/Articles Mentioned:

When by Daniel Pink
The Power of Habit by Charles Duhigg
127 Morning Rituals
How to Schedule Your Workday
9 Lessons from a 9 Day Silent Meditation Retreat

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Beyond Average: Co-Creating A Life & Company (Tanya Zhang & Wesley Kang, NimbleMade.com)

Paul Millerd — Wed, 10 Apr 2019 05:00:00 -0500

Wesley Kang and Tanya Zhang are the co-founders of Nimble Made, an e-commerce clothing brand that makes “actually slim” dress shirts.

Before taking the leap to work full-time on their business, they worked in the corporate world in New York City. As first generation Asian-Americans, they had achieved “success” - good jobs, good salary. They were on their way. However, deep down both wanted something a little more. Some of Tanya’s challenges working as a freelance graphic designer on the side convinced them they should try to think a little deeper about building a brand and a business, instead of just helping other people.

As they found themselves thinking about the business all day at their full-time jobs and coming home ready to work on it, they realized they finally had to go all-in. Over the past year they have worked on the business and are starting to find some traction. As they’ve dealt with the challenges of running a business, they have also had to constantly reflect on how to manage a relationship both as committed partners and co-founders.

Check Out Nimble Made (unsponsored):

Interested in their shirts? Check out more at Nimble Made.
For their past reflections check out Wesley's guest post on entrepreneurship and Tanya's post on how her father inspired her to start the company.

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Lessons from 13 years of entrepreneurship & living nomadically (Chris Kirkland)

Paul Millerd — Wed, 03 Apr 2019 05:00:00 -0500

Chris Kirkland is a bootstrapped entrepreneur who has been living nomadically since 2006 and is the founder of several web businesses including artweb.com and tokyocheapo.com.

We talk about how he has experimented with money, creativity, health and his lifestyle over the past 13 years. His nomadic journey started when he took a trip to Japan and after two days decided "fuck it," I'm going to stay a bit longer.

We talk about his journey, entrepreneurship and his life experiments

Why entrepreneurs are really risk averse
His learnings from living nomadically and stoic exercises of living minimally
Prioritizing time over money as a bootstrapper
How running an online business was different in 2006 and why he "felt like he was cheating"
His experiments with becoming a "breatharian" and trying polyphasic sleep (do not try these at home)
How he thinks about running an online media business in 2019
His recommendations for cheap eats in Tokyo

More about Chris:

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Creating Art Filled With Magic (Martha Balaile)

Paul Millerd — Wed, 27 Mar 2019 05:00:00 -0500

Martha Balaile is a fantasy illustrator living in Cape Town, South Africa originally from Tanzania. Her mission is to figure out how magic, mythology and fantasy can have an impact on real life. She’s also the wonderful creator of the new cover art for this podcast.

Martha aspired to create “art that is filled with subtle lessons on living a magical and adventurous life.” Two of the lessons she has found:

Go with the flow
Be aware of fear

We explore these a bit and she shares some examples from fantasy that have inspired her. Check out the show!

We talk about:

What drove her to pursue an art career after growing up in Tanzania
What she wishes she learned in art school
What she looked from working with clients
How she switched from magic “standard” art to art she cared about
How she decided to take the leap to freelancing “early” in her career.
How she structures her day around her work

Her Top 3 Magic Podcasts:

Mythology Studios: Work With Martha

-----------------------------------------------------------------------

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Reimagine Work & A Short Update From Paul

Paul Millerd — Wed, 20 Mar 2019 05:17:43 -0500

A quick little update from Taipei.

A couple links from the podcast:

Would love any feedback - e-mail Paul.

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From the basketball court to the yoga mat via the corporate world (Gabi Macra)

Paul Millerd — Wed, 13 Mar 2019 05:51:20 -0500

Gabi Macra was a top Canadian basketball player that never really thought about the "life after basketball" before dealing with a major injury towards the end of her college career.

Instead of following any sort of traditional path, she headed East to Japan where she came to teach English. She loved her experience there and now reflects on the immense value of learning how to teach and coach others helped her in the following years.

Instead of heading back to Canada, she headed to London where she had a successful career and journey as an actuary. She was a leader in her company but reached a point where she was dealing with health challenges and finding that her career was no longer giving her the fulfillment that it once was.

She ended up deciding to take some time off and told her boss that she was leaving. However, she ended up staying another 18 months as she helped the team transition with some other internal changes. Just knowing she was leaving enabled her to approach everything completely different and think about how she could best serve her team while also taking care of her own health.

She finally took the leap in 2018 and after several months of sabbatical, including some time in Bali, she realized that becoming a Yoga Therapist was something she was ready to commit to over the next few years. While preparing for that program, she also created a learning internship for herself in London (stealing this from Lydia Lee's podcast episode!) by taking 8 people interested in Yoga and creating a customized program for them. Her only goals: to learn a ton about how she can serve people and learn what to do next.

What we covered:

Her drive and motivation as a basketball player
Her experience living and working in Japan after university
Starting her actuarial career and what she enjoyed about work
Becoming successful but questioning her role as a successful worker as the center of her life
Her decision to take a sabbatical and leave the company (and how she ended up staying for 18 months but doing so with a completely different mindset)
Her recent creative projects, "learning experiments" and decision to start a long-term Yoga therapist training program

Links

Instagram: Gabi Macra and Real People Do Yoga
Website: Real People Do Yoga

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Learning To Quit & Life Reinvention (Christine Bader)

Paul Millerd — Wed, 06 Mar 2019 04:04:22 -0600

She talks about leaving the corporate world and shifting her focus from building a career to building a life.

Topics Discussed:

Corporate social responsibility
Taking a sabbatical in Bali
Building a life
The greek concept of Kairos
Working in Asia
Working at Amazon

Recommended Reading

Can a business of any size be good?
The Year I Learned To Quit (New York Times)

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Building & Investing In Calm Companies (Tyler Tringas)

Paul Millerd — Wed, 13 Feb 2019 07:28:27 -0600

Tyler Tringas is an entrepreneur and traveler. He's started two companies (one worked!) and now is founding Earnest Capital where he wants to help companies avoid going into $50,000 of credit card debt (like he did) to start technology companies. We talk about how this type of investing vehicle can help transcend some of the pressures to "scale at all costs" in ways that may not be suitable for most companies.

Topics

Digital nomads
Starting a company
Bootstrapping
How to sell a company
The four-hour workweek
Calm companies
Flaws with the VC model
Taking leaps
Transitions
Meaningful work while traveling

Related Links:

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Paul on success, storytelling, learning & experiments (UX Gorilla Interview)

Paul Millerd — Thu, 07 Feb 2019 21:14:37 -0600

I joined the amazing Jagriti Pande for a fun conversation around a number of different topics. You can subscribe to her master series on UX designers and other creatives here.

Her amazing editing, way-too-kind-intro and fun clip at the beginning were such an amazing gift.

Let me know what you think!

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Launching Uncommonly: One Year Later (Chris Donohoe)

Paul Millerd — Wed, 30 Jan 2019 05:56:00 -0600

"I didn't think I'd be turning down work and choosing not to grow"

I spoke with Chris Donohoe one year ago about his just-announced launch of his consulting firm, Uncommonly. He's more committed to carving his own path than ever and we walk through some of the lessons learned, pivots and his long-term strategy. Chris breaks down what he's learned over the past year, how he has started coaching people one-on-one and how he is thinking about structuring his time and day.

Topics Discussed:

Selling time versus projects
Working a max 40-hour workweek
Taking a coaching program
Things he didn't expect 1 year into building his own firm
Working with an amazing co-founder
His reflections on leadership and his goals

Uncommonly: Website

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Guest Episode: Joe Dumars x Adam Grant x Cody Royle

Paul Millerd — Wed, 23 Jan 2019 04:00:27 -0600

This episode is a special treat from friends of Boundless, Cody Royle, who came on the podcast last year to talk about what the business world can learn from sports.

I wanted to share a special episode from his podcast that was just launched featuring the NBA great Joe Dumars and workforce research great Adam Grant. I thought the three of them had a special conversation. If you want to subscribe to Where Others Won't do so here:

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Learning, Self-Employment & Making Business More Human (Mike Tannenbaum)

Paul Millerd — Wed, 16 Jan 2019 05:29:19 -0600

Mike was always a self-driven creator, developing TI-83 apps for his classmates to keep track of their grades from an early age. He spent a lot of time "head in in the clouds, making things." It is no surprise then, that he eventually found that self-employment was the right fit after several years of trying to make it work in the corporate world.

Mike and I dive into his path in which he slowly made sense of the fact that it was time to take the leap to self-employment. As he was about to take the leap, his company ended up laying him off anyway. Reflecting back, he has found many valuable lessons in his journey and has brought these together in a self-published a workbook called Clear Path Forward. The workbook helps people re-assess their relationship with work. We talk about the process he took to publish the book and where he sees his work taking him over the next couple of years.

He now lives and works around the tagline "making business more human" which he is using to run workshops with clients and have deep conversations with people around what really matters.

Topics Discussed:

Building his first program on TI-83
Creativity & Writing
Mindfulness & awareness
His relationship with work
Money and the fear of going broke
Learning & reading
Diversity of viewpoints
Embracing uncertainty
Making work more human

Books That Influences Mike (That We Discuss)

Connect With Mike:

Personal Blog — Link
Business — Enjoy Humanity
Workbook — Clear Path Forward
Download a Free Worksheet — Link
Offer: 25% off either edition of Clear Path Forward with code “Boundless” — Link

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10 Career Myths We Should Stop Believing (Jeff Hittner)

Paul Millerd — Wed, 09 Jan 2019 07:17:56 -0600

Jeff Hittner of Your Project X and Paul talk about their favorite 10 career myths. They dive deep into the beliefs and mindsets that drive these beliefs while making an argument for people to reflect at a deeper level to shift past the default to contemplate a wide range of options

Readable Version: Top 10 Myths

Myth #1 - "Once I land my dream job / make $X a year, I'll be happy" (2:35)

Myth #2 - "I need to find my passion" (7:15)

Myth #3 - "I should never take a pay cut" (14:15)

Myth #4 - "You should have a 'steady' income" (20:40)

Myth #5 - "I have to know what I need to do before I change directions" (26:15)

Myth #6 - "An extended break is irresponsible" (32:30)

Myth #7 - "It's fine to take a risk when young, but not when you have kids" (40:35)

Myth #8 - "I should go to grad school to figure out what I want to do" (46:15)

Myth #9 - "I can't make a change now after years in this field" (55:20)

Myth #10 - "I'll be happy once I'm running my own business" (1:04:54)

Links Mentioned:

How to Get Unstuck In The New Year, Jeff Hittner On Quartz
Self-Determination Theory, Deci & Ryan
Comparing Passion & Purpose, Thrive Global

Jeff Hittner leads Your Project X, a social venture with a mission to help 1 million people find more purposeful work. He has more than 18 years experience as an entrepreneur, consultant and changemaker. He is the founder of five social ventures, including IBM’s Corporate Social Responsibility (CSR) consulting practice globally. In 2011, he developed the curriculum for one of the first MBA’s in Sustainability in the US, at Bard College, where he was the Leadership professor. He was also two-time Chairman of the Carnegie New Leaders at the Carnegie Council for Ethics in International Affairs.

Jeff’s passion has always been at the intersection of education and entrepreneurship. Prior to your Project X, he ran a career transition program for 64 New Yorkers, built global education programs including a blended learning initiative for high school dropouts in Latin America and career discovery programs for youth in Europe. Jeff received his Masters in Cultures and Development Studies from the Katholieke Universiteit Leuven in Belgium, and a Bachelor of Business Administration from The College of William and Mary in Virginia where he was an elite gymnast. As a thought leader, Jeff has been published in a dozen major publications, including Forbes. Jeff lives in NYC with his wife, Grace, and one-year-old son, Rivington.

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Mini Episode: Five Things Before You Leap: Lessons From The Self-Employed

Paul Millerd — Fri, 21 Dec 2018 04:51:23 -0600

In this short episode, I talk about the five lessons I've found that help people make the leap to self-employment:

Find a friend taking a different path
Re-define your relationship with money
Build up your "eff you" fund
Teach others something
Find a way to make money other than full-time income

Full Article | This episode is also a YouTube video

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Bryan Victor's Education: wedding planning, year-long travel & building a visual animation studio

Paul Millerd — Wed, 12 Dec 2018 05:00:14 -0600

Bryan Victor has never taken a traditional path but he doesn’t know any other way. Perhaps that is why he started his own podcast in Singapore, Misfits, which interviews unconventional Singaporeans. At 20, he saved up $10,000 while he was serving required military time and decided he would travel the world for a year. During the trip, he realized this was all the “schooling” he needed (see 10 things I learned). After learning how he could live simply on very little money, he knew that this opened up many options for him. He knew that he would always value flexibility over maximizing income, learning this lesson earlier than others.

Regardless of any position towards “formal” schooling, his chosen path, wedding planning, wasn’t something you learned at school. He knew he had to create his own internship. So before his trip, he wrote to 50 American wedding planners (the best, he says), to ask if he could work with them. One person gave him a chance and he was able to learn while making enough money to live.

Going back to Singapore, he couldn’t get anyone to hire him, so he realized he was “forced” to create his own wedding planning business. In the process, he became named one of Singapore’s Top 10 Wedding Planners (though he argues there weren’t that many anyway!).

After proving he could make it, he started dabbling with a side business, 2D animation and founded Sage Animation. He decided to give the wedding planning business away as a gift and was able to find one person (out of 40) that he thought would do a great job.

Bryan has been fascinated with understanding what makes him happy. As he was on another trip in the United States, he was drawn to another project (motivated by the #vanlife movement) to build a liveable van for himself. While he accomplished the feat, he found that he was overcome with a “something-like depression” feeling after he achieved it. While he thought he had everything, it led to a new and deeper curiosity in what actually leads to happiness.

Books & Other Resources Mentioned:

Jose Villa – Wedding Photographer
Seth Godin
Tim Ferriss
Antifragile
Naval Ravikant Podcast on Farnham Street
Solve For Happy
SEO That Works Course
Vanessa Van Edwards – People School

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Why every company should adopt the 4-day workweek (Tash Walker)

Paul Millerd — Wed, 05 Dec 2018 05:03:00 -0600

Tash Walker is the founder of a firm and spends her Fridays making marmalade.

Beyond improving the lives of the people at the firm, they achieved some incredible results:

Revenues up 57%
Absenteeism down 75%
Productivity stayed the same
Doubled the number of clients
Client referrals up 50%

Want to learn how to make this happen at your company? You can download their "4-day week" report which is one of the best reports I've seen on the future of work.

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The Humans Behind The Gig Economy (Sarah Kessler, Quartz)

Paul Millerd — Wed, 28 Nov 2018 08:53:32 -0600

Amid all the buzzwords and reports on the future of work, I find Sarah Kessler's stories about the gig economy to be the most insightful and the most human. Her stories and her book, Gigged, give an accurate picture of some of the upsides of the gig economy, but also some of the downsides.

She shares stories of people that are sleeping in their office making five cents per task on Amazon's Mechanical Turk to creative freelancers who can make six-figure salaries working from anywhere. She also shares the story of companies that see limits to the gig economy, like Dan Teran's company Managed by Q who is following Zeynep Ton's Good Jobs Strategy and looking at people as valuable and investing in them as full-time employees and partners in the businesses success.

Our conversation dives deeper into some of the stories she shares as well as some of the current challenges with platforms, the PR machine (all the firms say people want flexibility, but fail to mention they are happy to give it up for more pay!).

One of her subjects in the book puts it most powerfully, Kristy Milland, “I am a human, not an algorithm”

More From Sarah:

Gigged (Amazon)
Her writing on Quartz@Work
Startups Incomplete Narrative On The Future Of Work (Quartz)
Managed by Q is Profitable (Quartz)

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Screw The Cubicle (Lydia Lee)

Paul Millerd — Wed, 14 Nov 2018 11:44:12 -0600

Lydia Lee was a self-described "multi-potentialite" growing up and loves to experiment and play games growing up. You can probably draw a straight line from her hosting television shows for the stuffed animals in her room to her current YouTube channel Screw The Cubicle TV. However, life is never that simple.

Lydia is based in Bali where she is the Founder and Corporate Escape Coach of Screw The Cubicle, a movement to inspire people to break free from the shackles of conventional work.

From building businesses to forging freelance careers, she’s helped hundreds of talented professionals repurpose their skills to create better versions of their careers and become better versions of themselves.

Topics Covered:

How she balanced her interests with the default path
Burnout in Russia
How she started her business Screw The Cubicle
A cool approach to start your coaching business
What you need to be self-employed
The beliefs you should question
Coaching & continuous learning
Why so many pineapples in Lydia's branding?

Connect With Lydia

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How A Remote Company Enables Freedom, Trust & Digital Dance Parties (Wade Foster, CEO of Zapier.com)

Paul Millerd — Wed, 07 Nov 2018 05:00:43 -0600

Wade Foster was graduating during the worst recession in the past 100 years and traditional employers were simply not hiring anyone. He reached out to a local software company in Missouri and talked them into hiring him to work on marketing. The experience "opened his eyes" to the digital world and the enormous opportunities that were beginning to emerge. He also tapped into a "thirst for developing new skills" that pushed him to learn how to code.

The idea for Zapier emerged from some work Wade was doing with his friend Brian to connect different apps on the internet. They brought the idea to Startup Weekend in Missouri and ended up building a prototype of what would later form the foundation of Zapier. By Monday morning, they were committed to spending time on it and seeing where it would go.

Seven years later, Wade is the CEO of that company and he is leading it as a remote company. Wade shares reflections on building a remote company and the fact that you have to default to trust and be very intentional about building a connection between people. In traditional companies, he notes that "The default for most companies is that they don't trust you."

Connect With Wade & Zapier:

I highly recommend checking out the resources Wade and his team have put together on running a remote company:

The Ultimate Guide To Remote Work
Zapier Website
Follow Wade on Twitter & LinkedIn
Want To Work For Zapier? They are hiring!

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"My Name Is Nemo and I Don't Do Small Talk"

Paul Millerd — Wed, 31 Oct 2018 01:31:49 -0500

Nemo Ashong's bold vision is "a truly inclusive and empowered world" He helps people to be fully expressed and to be more authentic, be more unique and be more powerful.

This conversation brought out some vulnerability in both of us and we barely scratched the surface around some tough topics like diversity, & inclusion. I live for this type of tough conversation and appreciate that podcasts give the kind of space to explore topics with nuance. I'm not sure we ended up with any clear answers, but I think had the type of conversation filled with respect and curiosity that can enable us to go deeper with each other and with other people.

Connect With Nemo:

Empjoyment

1-On-1 Coaching With Nemo

World Joy Movement

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Ervin Ling On Escaping The Corporate World At 30 To Travel The World

Paul Millerd — Wed, 24 Oct 2018 05:00:00 -0500

Ervin Ling followed the default path as an actuary, passing test after test. After passing all the tests, he found himself working harder than he was ever working. As he stared at the television and saw his friends on TV during a weekend trip to the Final Four, he realized he didn't want to keep doing this. He declared (after a few drinks, nonetheless) to his friends, "If UConn wins the national championship, I'm going to quit my job."

As any good number-driven actuary would, he didn't quit his job immediately. He took about 18 months to plot his escape from the corporate world. During this time, he re-thought his relationship with money, his possessions and his relationships with friends and family. He ended up traveling around the world for 12 months. Here are some stats from his trip:

Total USD spent: $24,740
Total days on the road: 338
Total countries visited: 38 (including the USA)
Most days in a single country: 30 (Vietnam)
Total number of miles traveled: 68,307 (109,925 km) – equivalent to circling the earth 2.7 times
Air Travel: 51,044 mi (82,143 km)

After this trip, he still felt a pull towards living abroad and now lives and teaches English in Taiwan. This journey has helped him discover and invest a life he could be proud of.

Link to Video Version Of Interview (Dumplings Included)

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Ted Bauer: The Absurdity Of The Corporate World & Real Future Of Work

Paul Millerd — Wed, 17 Oct 2018 04:29:08 -0500

Ted Bauer is a freelance writer and content strategist who writes prolifically about the future of work. In this episode, he talks about some of his experiences in the corporate world. He shares a story of how he broke the record for the number of story ideas when he first joined ESPN which both captures his frustrations with the corporate world and also illuminates his process of how he generates new ideas for his writing. We talk a bit about technology and his view is that people are using technology not to engage with people but to hide from them. His view of the future of work is simple - it's about moving back to in-person, human to human engagement and questioning a lot of the things we take for granted in modern organizations.

Twitter: @tedbauer2003
Ted's Writing & Blog: The Context Of Things

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Shayne Spencer on the dumb idea project and how failing econ helped him start his firm

Paul Millerd — Wed, 10 Oct 2018 05:00:22 -0500

While Shayne has built a successful marketing consulting firm, there was no "plan" to do this. His first exposure to marketing was out of necessity - his professor let students boost their low economics grades by joining the marketing group he ran. Shayne quickly applied the lessons to his DJ gigs on the side in college and became more interested in how to build real relationships with people through incredible experiences. He brings this same passion to his work today.

Shayne has had many "dumb" ideas, but he would argue that most ideas (good and bad) start out as dumb ideas. The difference is the people with the courage to keep moving and respond to feedback. He has called the entrepreneurship journey "one of the most humbling things he has done in his life." From this humility and willingness to stay vulnerable, Shayne has been able to build a successful digital marketing firm. So what's his secret? He shares four key steps to turn your own "dumb idea" into something that might work:

Write down the ideas, make it real
Share your dumb idea as widely as possible (don't worry if people steal it)
Get as much feedback as possible (even the negative!)
Continue to tweak and re-work the dumb idea (don't get too tied to the original idea)

Shayne wants more people to follow their silly ideas and see what they can make of it. In 2010, he decided to start his own business during a recession and with no money to his name. Eight years later, he has no regrets and couldn't imagine taking a different path. It may not have made sense at the time - but its the decisions that don't make sense that often turn into something meaningful. If it made sense, people would already be doing it!

Dumb Idea Project
Shayne Spencer (LinkedIn)

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YuTing Chiu on cultural sound differences, building instruments & creative expression

Paul Millerd — Wed, 03 Oct 2018 04:00:02 -0500

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Jacqueline Jensen on sabbaticals, rethinking work and building a "calm company"

Paul Millerd — Wed, 26 Sep 2018 04:00:00 -0500

More About Jacqueline:

TedX Talk
Twitter: @JackieMJensen & LinkedIn: Jacqueline Jensen
Book: Travel Isn't The Answer (Amazon)

Recommendation on getting outside of your comfort zone:

Check out local music: sofarsounds.com
Go to an art museum
Travel-as-a-service recommendations discussed: Hacker Paradise, Recess Labs, Roam, Outsite
App for re-aligning your day: Today

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Dr. Laura Gallaher on using humor at work, leadership at NASA after crisis, and building a business traveling the world

Paul Millerd — Wed, 19 Sep 2018 04:00:38 -0500

Dr. Laura Gallaher joins me from Serbia, where she is part of Remote Year, a community that travels to twelve locations within a year with a cohort of people working remotely. Laura is an organizational psychologist who studied humor and communication in the workplace and notably completed a dissertation with "that's what she said" in the title (office fans, anyone?). With a title like that it was probably clear that Academia would be too limiting for her.

We talk a bit about humor and how it can be helpful or destructive in an organization. She first points out that "aggressive" humor - even if you mean well is rarely a way to strengthen bonds. We then talk about how leaders can embrace humor, especially to show their vulnerability, and give their teams more freedom to make mistakes, be open and be themselves.

After getting her Ph.D., she worked with NASA after the Columbia explosion and worked on some of the toughest "they fell victim to the same thing that could happen in any organization." She notes that these factors are prevalent across many organizations, but the stakes are often not life or death. Her work with a small tech company found that two key elements can help companies transcend hierarchy. First, the leader is willing to be vulnerable and second, the leader demonstrates both through words and actions that they care deeply about all the people in the organization.

"We hire people for what they think....what we care about is your ability to learn, your ability to think, your ability to grow...creating an environment where the employees opinion and input has value and you ask for it and you seek it out and you actually listen to it, this is where really, really engaged organizations are born and powerful cultures are created"

Links:

Check out Laura's Free 3-Part Culture Course
Gallaher Edge
TEDx Talk: How to Feel at Home Anywhere - Dr. Laura Gallaher
Travel the world with Remote Year

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Andrew Taggart, Practical Philosopher, on how "total work" is taking over our lives

Paul Millerd — Wed, 12 Sep 2018 04:00:00 -0500

Andrew is a Practical Philosopher who believes that "there may be no greater vexation in our time than the question of how to make a living in a manner that accords with leading a good life." We dive deep into the questions of "what is the good life?" and what he means by "sustaining life." He also shares his perspective on the concept of "Total Work," a phrase first put forth in 1947 by the German Philosopher Josef Pieper and shares how that phrase became central to his current writing on the topic and conversations he has with business leaders and executives.

We also dive into his dichotomy of the three modes people could think about to make a living:

Use what you've got
Exchange what's in hand
Offer what you can

He reflects on our modern cultures over-reliance on exchanging our time for money while ignoring how we can live off the land and operate within the gift economy. Next, we talk about some of the different modes of living (whether it be a "settler", nomad or somewhere in between) and the implications for the community in society as a whole as well as how has dealt with that with his wife.

Finally, Andrew offers three practical steps people can take to re-engage with life and trying to understand what "a life worth living looks like" that does not include the advice to just quit your job.

Dis-identify with the identity of the worker: Questioning whether you truly only are a worker, a CEO, a marketing manager, an accountant, etc...
Begin an inquiry into the question "If I am not a worker, then who am I?": What else is worth living for? What practices do I want to have in part of my life? What relationships and conversations nourish me?
The question whether or not the life you have defined is "sufficient": Are you thinking deeply enough about the question of who you are?

Andrew's Writing & Site:

Other Writing Mentioned:

Josef Pieper's Leisure, The Basis Of Culture
Andre Gorz, Reclaiming Work
David Graeber, Bullshit Jobs

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For More With Boundless:

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Detailed Bio

Andrew Taggart is a practical philosopher. He asks and seeks to answer the most basic questions

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Podcast Update, Digital Course Experiment & Moving To Asia

Paul Millerd — Wed, 08 Aug 2018 05:10:00 -0500

Paul provides a summer update:

Shifting the podcast from making sense of the future of work => "The Human Side Of The Future Of Work"
Early lessons from the digital course experiment, Solopreneur Shift
I'm moving to Asia...

Boundless Links

My article on beanie babies and doing things that don't make sense = > yes, please
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Tony Triumph on growing up entrepreneurial, moving to NYC with $300 and building incredible relationships

Paul Millerd — Wed, 18 Jul 2018 08:37:34 -0500

Tony grew up around entrepreneurs but did not use the label at the time. At age 19, he was going to college in Maryland and felt the pull to something bigger. He decided to move to New York City with $300 to his name and started modeling to pay the bills. He got a lot of pushback from the people in his life about the move but knew he had to take the leap. Despite many setbacks and almost running out of many several times, he kept his head down and stayed in the city, saying to himself "you cannot leave."

His path only makes sense looking backward. He has had a wide range of jobs and gigs over the last ten years in New York and is now starting to see all the pieces come together into something that makes sense with who he is and what he has to offer to the world. We talk a lot about how he thinks about building relationships and connections and how some surprising relationships have come back around (including a job he was fired from!) to help him in his current entrepreneurial adventures.

Find Tony Here => Tony Triumph

Full Bio: Is a contributing Life & Style Editor, Brand Entrepreneur, and the Founder & Editor of The Triumphant Scoop website. As a Creative Entrepreneur and international Brand Ambassador, he is the CEO & Founder of The Triumphant Group, having successful collaborations with top brands: Barney's New York, PUMA, Macy's Inc., Lord & Taylor, Pirelli, Sunglass Hut, and SONY among many others.

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**This podcast is supported via micro-donations. Consider supporting the podcast on Patreon**

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Rohan Rajiv on learning through 3500+ daily blog posts, writing and parenting

Paul Millerd — Wed, 20 Jun 2018 10:41:04 -0500

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Reflections: One year of freelancing, experiments & other people's reactions

Paul Millerd — Wed, 13 Jun 2018 14:28:51 -0500

In this short "reflection" episode, I check in on where my head is at one year into my freelance journey and share some of the opportunities I have had, how I have changed my mindset over the last year and how people have reacted to me carving a different path in the world. Some things mentioned in the show:

Links:

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Luke Kanies on his journey from commune to CEO and why people hate working for big companies

Paul Millerd — Wed, 06 Jun 2018 09:21:31 -0500

Luke grew up on a commune and then ended up as a co-founder and CEO of a startup that raised $87 million. He talks about his unique path and how that shaped his thoughts about building an organization. He raises the central tension of organizations in a free market economy - the fact that our corporations are run more like authoritarian states with centrally planned economies than free-markets. We talk about lessons he learned as he built his company and his perspective that he shares in his article: "Why People Hate Working For Big Companies" on Medium.

Lukes long-term interests are software that helps people, making better founders, the intersection of organizations and economics, and improving inclusion in the information economy. You can find his work at http://lukekanies.com/.

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Candace Cabrera Moore, fearless yoga entrepreneur on building a global business, brand and community

Paul Millerd — Wed, 30 May 2018 05:00:10 -0500

Candace was first inspired by her mother who always looked for solutions to problems rather than admitting defeat so always had an entrepreneurial spirit. She had also been practicing yoga for several years (also with her mother) before deciding to invest more time and signing up for a Yoga workshop in Thailand while recovering from a challenging case of lyme disease. This leap of faith led to her thinking about yoga more seriously and starting to experiment with different projects such as a DVD and online videos. Over the past few years, this has taken off and YogaByCandace has evolved into a community, a company with a team and has enabled her to teach workshops all over the world (including to 1,000+ people in the middle east), write a book called Namaslay and have a chance to personally impact many people. Check out this episode to hear lessons learned, challenges and her perspective on gratitude, setting intentions and generosity.

Connect With Candace:

Instagram: YogaByCandace
Youtube: YBC Channel
Buy The Book: Namaslay
Learn About Workshops & More: Website
Monthly "Mantra Box"
Teacher Training Classes & Workshops: Learn More

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Stephen Warley on the biggest shift since the industrial revolution (Episode 19)

Paul Millerd — Wed, 23 May 2018 06:00:03 -0500

Stephen has been self-employed for more than 18 years. At first, it was by accident. He referred to himself as a “reluctant freelancer.” We talk about how that mindset evolved into one where he now sees self-employment as THE option for today’s world. He is the founder of Life Skills That Matter, a platform, and community to help people to build the real skills they need to build a life they are proud of.

There are many future of work “thought leaders” but that title would sell Stephen too short. He has been in the weeds experimenting in his own life and has helped hundreds of people carve their own paths in the world that I would instead call him the wise elder statesman of the freelance economy. If you have ever thought about working for yourself, I recommend Stephen’s work over my own.

Stephen puts the emerging trends bluntly: “The only work left is managing yourself. If your going to manage yourself, you mine as well work for yourself.”

To get started, he pushes people to “work on creating…you’re not just going to get paid right off the bat, just enjoy the freedom of creation of whatever it is that you want to do, whatever form that is, however you want to do it without judgement…just start doing that.” Because that’s what really gets people interested when you can share your creations and there’s nothing more human than that."

To connect with Stephen => Life Skills That Matter

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Nita Baum on how to "be free" and self-employed (Episode 18)

Paul Millerd — Wed, 09 May 2018 13:52:31 -0500

Nita Baum is a rock star self-employed freelancer. She has been working on her own for over a decade and now splits her time across many domains, describing herself as an "entrepreneur, co-creator, facilitator, mentor-coach, and community-builder." A lot of her current work focuses on supporting and working with people who are carving their own paths as freelancers, which evolved from her helping hundreds of people informally over the year. In 2013, she turned this into a business, launching b*free in 2013 as a platform "by freelancers for freelancers" to help people with the transition to self-employment as the future of work evolves.

One of her core beliefs is that you can "design the contribution you want to give from the inside out." We discuss this and more including her perspective coaching freelancers, working as an independent consultant, some of the blocks people face when taking a leap and much more about the evolving future of work.

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Boundless/Unleashed: Paul on the future of work, freelancing and his media diet (Episode 17)

Paul Millerd — Wed, 02 May 2018 06:00:00 -0500

This was an interview of Paul on the Unleashed podcast hosted by Will Bachman, who is the founder of Umbrex, a platform for independent consultants.

Will's podcast interviews many freelancers who are working independently and I can't recommend it enough. Check out the unleashed Podcast => Subscribe Today

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Weekly #BoundlessReads Newsletter - 5 Things Every Week: Subscribe Now

Book Recommendations Mentioned:

Designing Your Life, Burnett
How Will You Measure Your Life, Christensen
Tuesday's With Morrie, Albom
Last Lecture, Pausch
Survival In Auschwitz, Levi
The Righteous Mind, Why Good People Disagree On Politics & Religion, Haidt
The Art Of Learning, Waitzkin
Anything You Want: 40 Lessons For a New Kind Of Entrepreneur, Sivers
Antifragile, Taleb

Course: 60 Minute Dream Job Resume & Personal Story Course

NEW: The Pathless Path Hardcover Premium Edition

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Damien Peters on blogging, wealth, and building a remote business from Spain (Episode 16)

Paul Millerd — Wed, 25 Apr 2018 12:03:53 -0500

Damien Peters is a self-described "personal finance nerd" - which explains how he ended up founding WealthNoir.com, a platform to preach and teach about the importance of financial freedom and generational wealth to Black millennial professionals. He started blogging over ten years ago and has recently focused more on writing as he increases his focus on building Wealth Noir. Damien is also a big fan of travel and recently made the decision to move out of San Francisco and move with his family and son to Spain, where he will focus on building his company remotely. We talk about a range of topics including his passion for writing, how he defines success, his influences, how to run a remote company and his relationship with money.

Book Recommendations:

Personal Finance Influences:

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Connor Gillivan on entrepreneurship, selling on Amazon and working with freelancers (Episode 15)

Paul Millerd — Wed, 18 Apr 2018 06:05:00 -0500

Connor's path as an entrepreneur began when he was in college via an AIM chat with a classmate in one of his classes. What started as a textbook e-commerce business led him to build a sizeable business selling things on Amazon.com. Through his work on that, he ended up working with many freelancers across the globe on a variety of different projects. Realizing that he had developed skills in recruiting and working effectively with freelancers led him to start FreeUp.com. where he vets the best freelancers in the world and helps companies tap into this global talent pool.

Connor Gillivan is the CMO of FreeUp.com. He has sold over $30 million online, has hired hundreds of freelancers to build his companies, is a published author, and is the owner of ConnorGillivan.com. Connor is driven by making a positive impact on others through the companies that he builds. He currently lives in Denver, CO.

Podcast Recommendation: Marketing School with Neil Patel and Eric Siu

Connect With Connor: Contact Connor

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Show Notes: Connor Gillivan

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Jen Morilla on breaking plates and traveling the world with purpose (Episode 14)

Paul Millerd — Wed, 11 Apr 2018 06:28:00 -0500

Jen Morilla is an impact travel influencer. What does that mean? It means she travels the world and writes about her experiences but also has a central mission. At first, she started out with the mission to "change the world" that has since gotten more specific. She has been bringing water filters to many different villages across the globe and impacted an estimated 12,000 people globally What has been meaningful for her is not bringing the water filters, but teaching people how to solve problems. Her own journey is an experience of learning as well - spending time on youtube and learning from others to develop skills in video editing, writing and more. She never saw this as a risky move and saw that if she was at the same job in five years (although her view of the empire state building was pretty nice!), that she would always regret not having tried.

Find Jen Here:

DONATE + MORE Here => Jen Morilla
Social Girl Traveler
Instagram - @thesocialgirltraveler
Twitter - @socialtraveler

Organizations She Admires:

Influences:

Tim Ferris
Tony Robbins
Jay Shetty, Wisdom Influencer
Nas Daily
Oprah (no link needed)

Her Book Recommendation:

Grit by Angela Duckworth

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#14 Romy Rost on leadership, freelancing & coaching as a skill

Paul Millerd — Wed, 04 Apr 2018 05:47:00 -0500

Romy is an employee engagement consultant turned coach. She built her career consulting for and working in Fortune 100 companies on all challenges employee-related. Her mission is to drive meaningful and behavior-based change for mid-level leaders that helps them operate in a more productive and human way in the workplace. There are a lot of coaches out there, but what makes Romy stand out is that she has a lot of experience working with senior executives in her consulting career and she has deeply studied what works and what doesn't. Hear more in our conversation...

Romy Rost - Website

Empower Your Conversations - Work With Romy

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#13 Tanya Alvarez on entrepreneurship, community & redefining failure

Paul Millerd — Wed, 28 Mar 2018 05:43:00 -0500

Tanya Alvarez is the Co-Founder, and CEO of OwnersUP is a platform which advances solopreneurs business through accountability, goal setting, and community. Over the past fifteen years, Tanya has accumulated marketing experience with international & US companies such as Nike and US Olympics. She started her first company at the age of 25 and grew it to be a profitable company from credit card debt to over $1mm in gross revenue the first year. Since then, she has founded, bootstrapped, sold and invested in several companies.

OwnersUp - Website & Twitter

Tanya's Recent Book Recs

My Book Recommendations: Boundless Top Reads on Amazon

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Show Notes: Tanya Alvarez

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#12 Pauri Pandian on tennis as a career, coaching & healthy masculinity

Paul Millerd — Wed, 21 Mar 2018 02:00:00 -0500

Pauri started playing Tennis when he was seven and it has turned into a clear passion. He wasn't always sure that was the path he wanted to take, but when a job as a teacher fell through because he decided to attend his sister's wedding, he picked up some coaching work to make some money. One thing turned into another and he is now the head women's and men's coach at Wheaton College. As a coach, he is in the position of constantly having to think about how to motivate different types of people and how he wants to lead. We also discuss his role in the healthy masculinity project and his work with college students.

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Learn More: Helathy Masculinity @ Wheaton

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#11 Ben Dubow - From State Department Rejection To Propaganda-Fighting Startup Founder

Paul Millerd — Wed, 14 Mar 2018 02:00:00 -0500

Ben is the founder and COO of Omelas, a startup that is focused on using technology to fight propaganda. Ben's journey, however, does not start there. His journey is a classic case of "do not try this at home" - as we walk through Ben's story, I found myself impressed at the number of rejections and roadblocks he faced. Early in his career, he thought he landed his dream job, at the State Department, only to have the offer reneged. This led him to put his passion (which was diplomacy), to the side, while he pursued a "practical" career. A job from Google appeared just at the last minute, where he found himself in a role to help redirect terrorist search results. This helped re-awaken something he was passionate about and led to the founding of his current company.

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#10 Paul Millerd on Finding Work That Matters To You

Paul Millerd — Wed, 07 Mar 2018 02:00:00 -0600

This is a copy of the interview I did with Stephen Warley on the Life Skills That Matter Podcast. Stephen is a bit of a role model for me. We have similar missions and ways of seeing the world. He interviewed me on Facebook live and I thought we had an interesting discussion on doing things that matter, defining priorities and how to figure out the answer "what do you want to do?" (which I think is an absurdly bad question!)

Show Notes: Life Skills That Matter (Episode 174)

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#9 Amma Marfo on Combining Humor, Creativity & Writing

Paul Millerd — Wed, 28 Feb 2018 02:00:00 -0600

Amma Marfo cracked me up several times on this podcast. It is no surprise then, that she describes herself as "thoughtful yet incurably silly." She also defines herself by three words: humor, creativity, and energy - something we talk about at the beginning of the podcast. Like many freelancers, she does so many things - she is a speaker, teacher, coach, and podcaster and has a lot of insight around the future of education and what helps people succeed in school. If you are interested in writing, education, and creativity check out this episode.

Show Notes: Amma Marfo - Episode 8

Podcast Information: #BoundlessPod

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Links:

Amma's 2017 Reading List and The 2018 Reading List
Netflix - The Standups
Podcast: The Imposters
Book Recommendation: Hamilton The Revolution
Book Recommendation: When They Call You A Terrorist
Twitter: @ammamarfo

Formal Bio

Amma Marfo is a thoughtful yet incurably silly independent higher education professional, writer, and editor based in Boston, MA. She holds a Bachelor’s degree in Communication Studies from the University of Rhode Island, and a Master of Education from the University of South Florida. Amma is a dynamic and sought-after speaker on topics such as leadership, group dynamics, learning and optimizing the temperament of your organization, cultivating environments that encourage creativity, and incorporating your values into your work and larger goals- and has written three books on those topics since 2014. She speaks on college and university campuses across the country, at regional and national conferences, and has partnered with organizations like HubSpot, Wayfair, Startup Institute Boston, and General Assembly. She is an outspoken advocate for creativity, believes strongly in the power of humor, and looks forward to helping you find the way you live and work best. Her other interests include live comedy, surfing, trivia, and gluten-free cooking/baking. You can follow her on Twitter @ammamarfo.

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#8 Tom Critchlow on Personal Branding, Freelance Consulting & The Future of Work

Paul Millerd — Wed, 21 Feb 2018 02:00:00 -0600

I discovered Tom by reading a piece he wrote on freelance consulting. I was fascinated with his approach and how similar it was to mine - especially coming from a completely different perspective - digital marketing & content. We talk in depth about how he thinks about content in today's world, his thoughts on personal branding, how writing helps him create and leads to serendipitous connections and how he manages a diversity of interests. We also geek out about our love of all things Ribbon Farm and Venkatesh Rao.

His Advice For Careers: Go work somewhere interesting rather than something that is safe. Earlier in your career, Tom pushes people to sacrifice revenue or stability in favor of learning and growth.

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Links:

Tom Critchlow & @tomcritchlow
Field guide for Independent Consultants by Tom Critchlow
The Consultant's Grain by Tom Critchlow
Seeing Like a State: How Certain Schemes to Improve the Human Condition Have Failed
Venkatesh Rao on The Knowledge Project Podcast
Blockchain Man by Taylor Pearson
RibbonFarm Blog

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#7 Cody Royle on The Talent & Performance Secrets of The Sports World

Paul Millerd — Wed, 14 Feb 2018 02:00:00 -0600

Growing up all Cody thought about was sports. He saw his path as becoming a professional Aussie Rules Football player. However, after competing at the highest level of the sport, he quickly saw felt his “talent just fell away” at the age of 18. He struggled to live in the moment and stewed on the fact that everyone around him seemed much more talented. While this period would help him realize that he was better suited as a coach than a player, it took him a few years to make that realization.

Show Notes

Support the Podcast: Patreon

Podcast Information: #BoundlessPod

Paul: @p_millerd & Cody: @codyroyle
Cody's Book: Where Others Wont

Book Recommendations:

Links:

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#6 Janet Matta - Rock Star Career Coach On The Alternative Paths We Fail To See

Paul Millerd — Wed, 07 Feb 2018 02:00:00 -0600

Janet is one of my favorite people. We have a similar belief that people are capable of more than they believe and that alternative paths are more realistic and the reality than people realize.Not a fan of default paths from an early age, one quote stood out from Janet that she has continuously asked herself throughout her life:“The conventional path is not going to work for me, what can I do instead?”Janet first started “hacking” life in high school when she decided that the standard curriculum wasn’t for her. Despite pushback from parents, teachers, and peers, she followed her curiosity and negotiated an alternative path — avoiding things like Math to go deeper with teachers in social studies, religion and politics.Her next “hack” was to apply to college in Canada. Starting with the constraints that she wanted to avoid debt and that her parents would support the equivalent of in-state tuition she looked for different options and found a way when her uncle convinced her to look at Canadian universities. Although taking a non-conventional path, she learned a lot about being able to adapt that would help her later on in her career. Full writeup: https://think-boundless.com/2018/02/07/934/Janet: http://www.careerjanet.comLinks:* www.boundlesspod.comSupport the podcast & join the community:* www.patreon.com/thinkboundless

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#5 Super Bowl Minisode - Cody Royle on The Patriots and what business can learn from sports

Paul Millerd — Sun, 04 Feb 2018 02:00:00 -0600

In this episode Cody Royle and I discuss what sets high performing NFL organizations like the Patriots and the Giants (and others apart from the rest). Cody is the author of Where Other’s Wont: Taking People Innovation from the Locker Room into the Boardroom. His book is available here: http://amzn.to/2E5R88kCONTEST DETAILS: I am giving away two of Cody's books for free. Just retweet this episode with the hashtag #boundlesspod or send a screenshot of you subscribed to the podcast to paul@think-boundless.comLinks:* www.boundlesspod.com* www.whereotherswont.comSupport the podcast & join the community:* www.patreon.com/thinkboundless

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#4 Chris Donohoe on "uncommon" leadership, starting his own firm and "limitless creation"

Paul Millerd — Wed, 31 Jan 2018 02:00:00 -0600

Chris is the founder of uncommonly and an avid fan of the long-running CBS television show Survivor. A former teacher, marketer, and management consultant, Chris has an eclectic mix of skills and professional experience. Chris has worked with over a dozen Fortune 500 clients spanning multiple industries including Media & Entertainment, Publishing, Insurance, Pharmaceuticals, and Corporate Social Responsibility. He is obsessed with inspiring great leadership and creating incredible learning experiences that change the way people think and operate.Learn More:Chris' Website: www.un-commonly.comHis Youtube Channel: https://www.youtube.com/user/TopherDean87Links:*Podcast: www.boundlesspod.com*Support: www.patreon.com/boundless*Show Notes: https://wp.me/p9AOW1-cY

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#3 David Vaucher on Ending His Career to Start His Life

Paul Millerd — Thu, 25 Jan 2018 02:00:00 -0600

David was born abroad then moved to the US at a young age, all while being raised to believe that the path to success rests solely on going to school and getting a “safe” job with a big company. For the last 11 years he did just that, and by traditional measures of success, it looked like things were going well. Unfortunately, starting on Day 1 of his first job, he could never shake one, recurring feeling: “I really, really, really don’t like this”.In December 2017, after a lot of saving and planning, he worked up the courage to quit his job, build his retirement house in France, and focus on building a life around a freelance career.Forget the big house and fancy cars, his new measure of success is the amount of control he has over his time. He is using his time to explore his passion for learning new things, particularly in technology and programming, as well as helping others who are also looking to forge their own path away from the cubicle farm.Support the podcast: https://www.patreon.com/thinkBoundlessCheck out more episodes: https://www.think-boundless.com/podcastIdeas, questions, guest ideas? paul@think-boundless.com

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#2 Noel Boyland on “doing the things you want to do” in your career

Paul Millerd — Thu, 18 Jan 2018 02:00:00 -0600

Although Noel claims he lacks wisdom, he has a lot of it. He describes his career as “eclectic.” Starting his career in the 1980’s the environment around him (greed, money) influenced him to question what he was really trying to accomplish. He took a long term perspective and tried to focus on what he did not want his career to be at sixty — which he put simply as not doing “the things he wanted to do”. Although on a more corporate track early on in his career, he tried to continuously reflect on what mattered — even if it raised some eyebrows in among his peers.

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#1 - Why do I care about the future of work?

Paul Millerd — Wed, 20 Dec 2017 02:00:00 -0600

Paul talks about why he is passionate about the future of work and shares some of his personal journey

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