Gamble: The High Stakes Game of Life Transistor (https://transistor.fm) https://feeds.transistor.fm/gamble-high-stakes-game-of-life TJ Laessig is a former corporate grinder turned entrepreneur, with a long history of winning at gambling games from poker, to fantasy sports, to business. Cupe is TJ’s best friend and partner in crime for the past 15 years, along for the ride every step of the way. Tune in to this podcast series for risk / reward strategies, untold stories, and hot takes on all things sports, gambling, and entrepreneurship. Follow along as TJ & Cupe navigate their way through the highest stakes game you can play – the game of life. © 2025 TJ Laessig 9900c0e7-c4ad-5066-af35-0388899ee458 no Introducing Gamble: The High Stakes Game of Life en Tue, 15 Apr 2025 15:33:19 -0400 Wed, 03 Dec 2025 00:50:07 -0500 https://img.transistor.fm/Z8zrt8YG6gm0FeaSpaEAE2TtHlOaVqqDWWZaXTRSG5k/rs:fill:0:0:1/w:1400/h:1400/q:60/mb:500000/aHR0cHM6Ly9pbWct/dXBsb2FkLXByb2R1/Y3Rpb24udHJhbnNp/c3Rvci5mbS84MjMz/NGQ5N2U5Yjk0ODNl/NjZmNTg5NmUzN2Nm/YzQ0MS5wbmc.jpg Gamble: The High Stakes Game of Life episodic TJ Laessig TJ Laessig is a former corporate grinder turned entrepreneur, with a long history of winning at gambling games from poker, to fantasy sports, to business. Cupe is TJ’s best friend and partner in crime for the past 15 years, along for the ride every step of the way. Tune in to this podcast series for risk / reward strategies, untold stories, and hot takes on all things sports, gambling, and entrepreneurship. Follow along as TJ & Cupe navigate their way through the highest stakes game you can play – the game of life. TJ Laessig is a former corporate grinder turned entrepreneur, with a long history of winning at gambling games from poker, to fantasy sports, to business. TJ Laessig tjdefense8@yahoo.com No No Rory wins the Masters & Completes the Golf Grand Slam 10 10 Rory wins the Masters & Completes the Golf Grand Slam full d7cc5918-f9a5-48c6-9f15-bcc23f664a8d https://share.transistor.fm/s/58f7f123 Sunday was one of the most epic Master's finishes of all time, with Rory McIlroy defeating Justin Rose in a playoff. TJ and Cupe break down this historic win, share their viewing experiences, and discuss the state of professional golf as a whole.


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]]> Sunday was one of the most epic Master's finishes of all time, with Rory McIlroy defeating Justin Rose in a playoff. TJ and Cupe break down this historic win, share their viewing experiences, and discuss the state of professional golf as a whole.


Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig

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]]> Tue, 15 Apr 2025 15:33:16 -0400 TJ Laessig TJ Laessig 1785 Sunday was one of the most epic Master's finishes of all time, with Rory McIlroy defeating Justin Rose in a playoff. TJ and Cupe break down this historic win, share their viewing experiences, and discuss the state of professional golf as a whole.


Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig

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]]> No Severance, Survivor & TV Show Landscape in 2025 9 9 Severance, Survivor & TV Show Landscape in 2025 full 7a81399f-d365-4b59-a34e-d5f034167354 https://share.transistor.fm/s/4907a31e TJ and Cupe talk about the landscape of TV in the year 2025, whether or not Severance is the best show ever, and why Survivor is TJ's all time favorite.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

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]]> TJ and Cupe talk about the landscape of TV in the year 2025, whether or not Severance is the best show ever, and why Survivor is TJ's all time favorite.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://instragram.com/tj_laessig

]]> Wed, 26 Mar 2025 15:34:21 -0400 TJ Laessig TJ Laessig 1823 TJ and Cupe talk about the landscape of TV in the year 2025, whether or not Severance is the best show ever, and why Survivor is TJ's all time favorite.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://instragram.com/tj_laessig

]]> No Win Your March Madness Bracket Using Game Theory 8 8 Win Your March Madness Bracket Using Game Theory full c737b629-3dd4-476d-886b-b182944f2fb5 https://share.transistor.fm/s/7ff5fa43 March has arrived, which means one thing - college basketball will be taking over our TVs! On this episode, TJ and Cupe discuss how you can use the principles of Game Theory to win your March Madness bracket.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

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]]> March has arrived, which means one thing - college basketball will be taking over our TVs! On this episode, TJ and Cupe discuss how you can use the principles of Game Theory to win your March Madness bracket.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://instragram.com/tj_laessig

]]> Tue, 18 Mar 2025 16:55:12 -0400 TJ Laessig TJ Laessig 2198 March has arrived, which means one thing - college basketball will be taking over our TVs! On this episode, TJ and Cupe discuss how you can use the principles of Game Theory to win your March Madness bracket.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://instragram.com/tj_laessig

]]> No Golf is the Greatest Leisure Sport on the Planet 7 7 Golf is the Greatest Leisure Sport on the Planet full 9804dc5f-fb2e-4ad4-9fe4-37f227f9b820 https://share.transistor.fm/s/02b09d8d Cupe and TJ talk all things golf including their reasoning for why golf is one of the best sports in the world. They cover their golf history and why golf has EXPLODED in popularity over the last 10 years. Hint: Netflix and YouTube have a lot to do with it.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

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]]> Cupe and TJ talk all things golf including their reasoning for why golf is one of the best sports in the world. They cover their golf history and why golf has EXPLODED in popularity over the last 10 years. Hint: Netflix and YouTube have a lot to do with it.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://instragram.com/tj_laessig

]]> Tue, 11 Mar 2025 21:19:52 -0400 TJ Laessig TJ Laessig 2557 Cupe and TJ talk all things golf including their reasoning for why golf is one of the best sports in the world. They cover their golf history and why golf has EXPLODED in popularity over the last 10 years. Hint: Netflix and YouTube have a lot to do with it.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://instragram.com/tj_laessig

]]> golf No Poker for Dummies & Learning to Play GTO 6 6 Poker for Dummies & Learning to Play GTO full fd1992a3-b105-4c93-921f-9753d3beb472 https://share.transistor.fm/s/b533d35a Poker is the OG skill gambling game. On this episode, TJ and Cupe talk through their journeys in the game of poker, the evolution of poker study over the years, and the poker retreat TJ attended last November.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

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]]> Poker is the OG skill gambling game. On this episode, TJ and Cupe talk through their journeys in the game of poker, the evolution of poker study over the years, and the poker retreat TJ attended last November.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
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]]> Tue, 04 Mar 2025 22:55:46 -0500 TJ Laessig TJ Laessig 2661 Poker is the OG skill gambling game. On this episode, TJ and Cupe talk through their journeys in the game of poker, the evolution of poker study over the years, and the poker retreat TJ attended last November.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
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]]> No USA vs Canada Recap & the Great Game of Hockey 5 5 USA vs Canada Recap & the Great Game of Hockey full 88e6b941-6a59-4727-9b00-2fd33f9b572f https://share.transistor.fm/s/2faf8929 For a brief moment last week, hockey took the sports world by storm with the 4 Nations tournament, culminating in the USA vs Canada championship game. On this episode of Gamble, TJ and Cupe break down their past experiences with hockey, discuss the success of the 4 Nations tournament, and talk about the future of hockey, its potential to increase in popularity, and why they believe it is the best team sport in the world.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
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]]> For a brief moment last week, hockey took the sports world by storm with the 4 Nations tournament, culminating in the USA vs Canada championship game. On this episode of Gamble, TJ and Cupe break down their past experiences with hockey, discuss the success of the 4 Nations tournament, and talk about the future of hockey, its potential to increase in popularity, and why they believe it is the best team sport in the world.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

]]> Tue, 25 Feb 2025 22:16:22 -0500 TJ Laessig TJ Laessig 2534 For a brief moment last week, hockey took the sports world by storm with the 4 Nations tournament, culminating in the USA vs Canada championship game. On this episode of Gamble, TJ and Cupe break down their past experiences with hockey, discuss the success of the 4 Nations tournament, and talk about the future of hockey, its potential to increase in popularity, and why they believe it is the best team sport in the world.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

]]> No Make +EV Decisions & Think Like a SHARP Gambler 4 4 Make +EV Decisions & Think Like a SHARP Gambler full 5b632e04-5084-481c-9198-ca1f358b9e97 https://share.transistor.fm/s/33117535 TJ and Cupe break down one of the key terms in the gambling space - Expected Value. TJ explains the concept of EV, shares examples of EV across games like poker, fantasy sports, and NBA Top Shot - and even discusses how you can apply this decision-making framework in your everyday life.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> TJ and Cupe break down one of the key terms in the gambling space - Expected Value. TJ explains the concept of EV, shares examples of EV across games like poker, fantasy sports, and NBA Top Shot - and even discusses how you can apply this decision-making framework in your everyday life.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> Tue, 18 Feb 2025 15:25:48 -0500 TJ Laessig TJ Laessig 2439 TJ and Cupe break down one of the key terms in the gambling space - Expected Value. TJ explains the concept of EV, shares examples of EV across games like poker, fantasy sports, and NBA Top Shot - and even discusses how you can apply this decision-making framework in your everyday life.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> No $10,000 Wins & the Early Days of Daily Fantasy Sports (DFS) 3 3 $10,000 Wins & the Early Days of Daily Fantasy Sports (DFS) full f1e22f4e-29bd-4fdd-a253-c75d8e36edc8 https://share.transistor.fm/s/b5869bd9 TJ and Cupe travel back in time to 2012-2017, the early days of Daily Fantasy Sports (DFS). They reflect on the landscape of the games at that point in time, share stories of their first $10,000 wins, and discuss the value of being early to new game types, and how you can identify these types of opportunities for yourself.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> TJ and Cupe travel back in time to 2012-2017, the early days of Daily Fantasy Sports (DFS). They reflect on the landscape of the games at that point in time, share stories of their first $10,000 wins, and discuss the value of being early to new game types, and how you can identify these types of opportunities for yourself.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> Thu, 13 Feb 2025 16:45:10 -0500 TJ Laessig TJ Laessig 2719 TJ and Cupe travel back in time to 2012-2017, the early days of Daily Fantasy Sports (DFS). They reflect on the landscape of the games at that point in time, share stories of their first $10,000 wins, and discuss the value of being early to new game types, and how you can identify these types of opportunities for yourself.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> No Poker, Fantasy Sports & Intro to Gamble: The Game of Life 2 2 Poker, Fantasy Sports & Intro to Gamble: The Game of Life full 41f66f57-749e-42df-8171-1cb3dce483ef https://share.transistor.fm/s/141f701c TJ and Cupe premier the first episode of a new podcast, Gamble : The High Stakes Game of Life.

The show will cover TJ's life journey and a decades worth of highs and lows in poker, fantasy sports, entrepreneurship, and more with color commentary from side-kick Cupe.

On Episode 1, they provide an introduction to the podcast series as a whole, dive into their individual backgrounds, and specifically talk through their origin stories in poker, fantasy sports, and business.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> TJ and Cupe premier the first episode of a new podcast, Gamble : The High Stakes Game of Life.

The show will cover TJ's life journey and a decades worth of highs and lows in poker, fantasy sports, entrepreneurship, and more with color commentary from side-kick Cupe.

On Episode 1, they provide an introduction to the podcast series as a whole, dive into their individual backgrounds, and specifically talk through their origin stories in poker, fantasy sports, and business.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> Wed, 05 Feb 2025 15:39:08 -0500 Poker, Fantasy Sports & Intro to Gamble: The Game of Life Poker, Fantasy Sports & Intro to Gamble: The Game of Life 2230 TJ and Cupe premier the first episode of a new podcast, Gamble : The High Stakes Game of Life.

The show will cover TJ's life journey and a decades worth of highs and lows in poker, fantasy sports, entrepreneurship, and more with color commentary from side-kick Cupe.

On Episode 1, they provide an introduction to the podcast series as a whole, dive into their individual backgrounds, and specifically talk through their origin stories in poker, fantasy sports, and business.

Watch the Show on YouTube: https://www.youtube.com/@tjlaessig

Follow TJ on X: https://x.com/tjlaessig
Follow TJ on Instagram: https://www.instagram.com/tj_laessig

Follow Cupe on X: https://x.com/therealcupe
Follow Cupe on Instagram: https://www.instagram.com/golf_cupe

]]> No Introducing Gamble: The High Stakes Game of Life 1 1 Introducing Gamble: The High Stakes Game of Life trailer 2c20edaf-2905-45bf-8407-9a868bbdfc97 https://share.transistor.fm/s/4f2f2650 TJ Laessig is a former corporate grinder turned entrepreneur, with a long history of winning at gambling games from poker, to fantasy sports, to business. Cupe is TJ’s best friend and partner in crime for the past 15 years, along for the ride every step of the way.

Tune in to this new podcast series for risk / reward strategies, untold stories, and hot takes on all things sports, gambling, and entrepreneurship.

Follow along as TJ & Cupe navigate their way through the highest stakes game you can play – the game of life.

]]> TJ Laessig is a former corporate grinder turned entrepreneur, with a long history of winning at gambling games from poker, to fantasy sports, to business. Cupe is TJ’s best friend and partner in crime for the past 15 years, along for the ride every step of the way.

Tune in to this new podcast series for risk / reward strategies, untold stories, and hot takes on all things sports, gambling, and entrepreneurship.

Follow along as TJ & Cupe navigate their way through the highest stakes game you can play – the game of life.

]]> Fri, 31 Jan 2025 16:09:31 -0500 TJ Laessig TJ Laessig 214 TJ Laessig is a former corporate grinder turned entrepreneur, with a long history of winning at gambling games from poker, to fantasy sports, to business. Cupe is TJ’s best friend and partner in crime for the past 15 years, along for the ride every step of the way.

Tune in to this new podcast series for risk / reward strategies, untold stories, and hot takes on all things sports, gambling, and entrepreneurship.

Follow along as TJ & Cupe navigate their way through the highest stakes game you can play – the game of life.

]]> No