Podcast Episodes

TIP759: The Art of Spending Money w/ Morgan Housel

Episode 1100

On today’s episode, Clay is joined by Morgan Housel to discuss his newest book, The Art of Spending Money — Simple Choices for a Richer Life. 

Morgan Housel is a partner at The Collaborative Fund. He…

Published on 3 weeks, 3 days ago

TECH004: Sam Altman & the Rise of OpenAI w/ Seb Bunney

Episode 1099

Seb and Preston analyze the book "Empire of AI," reflecting on Sam Altman’s rise and OpenAI’s transformation from a nonprofit into a powerhouse AI firm.

IN THIS EPISODE YOU’LL LEARN:

00:00 - Intro

Published on 3 weeks, 5 days ago

RWH061: How To Thrive No Matter What w/ Arnold Van Den Berg

Episode 1098

In this episode, William Green chats with Arnold Van Den Berg, a revered investor whom he spotlighted in his book, Richer, Wiser, Happier. Against all odds, Arnold has run a highly successful investm…

Published on 4 weeks, 1 day ago

TIP758: Current Market Conditions & Investment Opportunities w/ Derek Pilecki

Episode 1097

On today’s episode, Clay is joined by Derek Pilecki to discuss the current market conditions and the investment opportunities he’s finding in today’s chaotic environment.

Derek is a managing member a…

Published on 1 month ago

TECH003: Elon Musk's Tesla Robotaxi, Optimus, and more w/ Cern Basher (Tech Podcast)

Episode 1096

Cern Basher joins Preston Pysh to talk about robotaxi and robo-trucking economics, Optimus humanoid robots, and Wall Street’s short-term blind spots.

Cern also unpacks Tesla’s Dojo shutdown, its tru…

Published on 1 month ago

TIP757: Richer, Wiser, Happier Q3 2025 w/ Stig Brodersen & William Green

Episode 1095

Each quarter, Stig Brodersen sits down with his friend and co-host William Green, author of Richer, Wiser, Happier. Together, they reflect on the lessons and stories that have made them Richer, Wiser…

Published on 1 month ago

TIP756: The Rise and Fall of Julian Robertson’s Tiger Fund w/ Kyle Grieve

Episode 1092

Kyle Grieve discusses the rise and fall of legendary investor Julian Robertson, exploring how he built Tiger Fund into one of the most successful hedge funds of its era. You’ll learn about his invest…

Published on 1 month, 1 week ago

TECH002: Jensen Huang & NVIDIA w/ Seb Bunny - Review of The Thinking Machine by Stephen Witt

Episode 1091

Preston and Seb launch their tech book review series with a deep dive into The Thinking Machine, a book about NVIDIA and its CEO Jensen Huang.

They explore NVIDIA’s transformation from a gaming hard…

Published on 1 month, 1 week ago

TIP755: My Process for Finding Great Investments w/ Kyle Grieve

Episode 1090

On today’s episode, Kyle Grieve discusses the lessons that shaped his investing philosophy, from painful early mistakes in crypto to building a disciplined framework focused on quality businesses and…

Published on 1 month, 1 week ago

TIP754: Rule Breaker Investing w/ David Gardner

Episode 1089

On today's episode, Clay brings back David Gardner to discuss his new book, Rule Breaker Investing. Throughout David’s investing career, he seemed to have taken all of Buffett’s rules to investing an…

Published on 1 month, 2 weeks ago