Podcast Episodes

TECH011: The History of AI and Chatbots w/ Dr. Richard Wallace (Tech Podcast)

Episode 1035

Dr. Richard Wallace, creator of ALICE and AIML, shares his journey from 1990s chatbot innovation to today’s AI frontiers.

He and Preston also explore AI’s learning methods, human vs machine intellig…

Published on 6 hours ago

TIP779: Richer, Wiser, Happier Q4 2025 w/ Stig Brodersen & William Green

Episode 1034

Each quarter, Stig Brodersen sits down with his friend and co-host William Green, author of Richer, Wiser, Happier. Together, they explore the ideas, stories, and timeless principles from the power o…

Published on 3 days, 6 hours ago

TIP778: How My Thinking About Investing Evolved in 2025 w/ Kyle Grieve

Episode 1033

Kyle discusses the most important investing lessons he learned in 2025. IN THIS EPISODE YOU’LL LEARN: 00:00:00 - Intro 00:03:01 - Why “strong convictions, weakly held” is one of the most powerful def…

Published on 5 days, 6 hours ago

TECH010: The Real Robotics Timeline w/ Ken Goldberg (Tech Podcast)

Episode 1132

Ken and Preston examine whether robotics has lost its way, echoing Rodney Brooks’ concerns. They dissect the gap between AI language models and physical robotics, focusing on dexterous manipulation, …

Published on 1 week ago

RWH064: A Soulful Path To Stellar Returns w/ Nima Shayegh

Episode 1131

William Green talks with Nima Shayegh of Rumi Partners about Lou Simpson’s investing wisdom and the power of ignoring noise to achieve outstanding returns.

IN THIS EPISODE YOU’LL LEARN:

00:00:03 - I…

Published on 1 week, 3 days ago

TIP777: The 1999 Dot-Com Bubble w/ Clay Finck

Episode 1130

In this episode, Clay explores the dot-com boom and bust through Roger Lowenstein’s book, Origins of the Crash. The book unpacks how distorted incentives, financial engineering, and speculative exces…

Published on 1 week, 5 days ago

TECH009: Data Centers in Space, AI Education, Haptic Touch Robotics and More w/ Seb Bunney

Episode 1129

This episode explores the intersection of AI with healthcare, space innovation, and education. Preston and Seb discuss personalized genetic analysis, Google's space data centers, haptic touch tech, a…

Published on 2 weeks ago

RWH063: Avoid Disaster w/ Howard Marks

Episode 1128

In this episode, William Green chats with multibillionaire investor Howard Marks, the co-founder & co-Chairman of Oaktree Capital Management. Since its launch 30 years ago, the firm has grown into a …

Published on 2 weeks, 3 days ago

TIP776: Stig Brodersen’s Mental Models & Portfolio Update

Episode 1127

On today’s episode, Clay is joined by Stig Brodersen to discuss the changes he’s made to his portfolio, why he sold out of Evolution AB, and why he’s bullish on Uber. Clay and Stig also discuss the m…

Published on 2 weeks, 5 days ago

BTC256: Bitcoin Market Sentiment and Liquidity Cycles w/ Andy Edstrom (Bitcoin Podcast)

Episode 1126

Andy and Preston explore the turbulent world of Bitcoin treasury companies, from MicroStrategy’s bold plays to sector-wide risks and poor performance. They dive into Bitcoin-backed stablecoins, valua…

Published on 3 weeks ago