Mar 24
Mitchell Green - Lessons from Cold Calling 10,000 Companies - [Invest Like the Best, EP.464]
My guest today is Mitchell Green. Mitchell Green is the co-founder and managing partner of Lead Edge Capital, a growth equity firm that has spent 15 years building one of the most disciplined investment machines in the business. Unlike most firms chasing power law outcomes, Lead ... Show More
54m 22s
Mar 17
William Hockey - Building the Operating System for the Dollar and Silicon Valley Heresy - [Invest Like the Best, EP.463]
William Hockey is the co-founder of Plaid and the founder and CEO of Column, a software company that owns a bank and powers Ramp, Wise, Bilt, Mercury, and others. He funded Column by borrowing against his Plaid shares and has never raised outside capital. William talks about what ... Show More
1h 10m
Mar 10
Shyam Sankar - Celebrating Heretics - [Invest Like the Best, EP.462]
My guest today is Shyam Sankar, the CTO of Palantir Technologies. In this conversation, we explore the ideas that shape how Shyam thinks about technology, talent, and national power. We discuss the origins of Palantir’s forward-deployed engineering model and the lessons he learne ... Show More
1h 21m
Mar 2025
How Tommy Mello Became a Billionaire Painting Garage Doors (And How He Shares the Wealth)
<p><strong>What does it take to turn a blue-collar business into a billion-dollar empire?</strong></p><p>For Tommy Mello, the answer is simple: relentless competition, strategic investing, and an unwavering commitment to winning. From painting garage doors to building A1 Garage D ... Show More
30m 47s
Nov 2023
29: The largest developer in LA, Rick Caruso
Rick Caruso’s real estate projects have defined how a generation of LA residents live in and experience the city. When you truly collaborate with communities, Rick explains, you get more than reliable financial success — you get momentum behind your project, you get political cap ... Show More
41m 50s
Mar 2024
'The $150,000 Coach' Shannon Graham & Four Loko Founder, Chris Hunter 💸 E61
Shannon Graham, founder of Astranaut, has dedicated himself to empowering individuals to lead fulfilling lives for over 20 years. He has started projects to help with video game addiction and to empower Hispanic immigrants financially. Shannon's teamed up with leaders all over th ... Show More
1h 10m
Nov 2025
“Dumbest idea I’ve heard” to $100M ARR: Inside the rise of Gamma | Grant Lee (CEO)
Grant Lee is the co-founder of Gamma, the AI-powered presentation tool that’s one of the hottest and most interesting AI startups in the world right now. They’re valued at over $2 billion, and they hit $100 million ARR in just over two years, with a lean team of just around 30 pe ... Show More
1h 53m
Oct 2025
#402 Thomas Peterffy: The $80 Billion Founder Who Automates Everything
I didn’t know who Thomas Peterffy was. I was shocked to learn that he is 81 years old, worth $80 billion dollars, and has built his $120 billion company, Interactive Brokers, into one of the most efficient companies in the world. I discovered Peterffy by reading this incredible p ... Show More
31m 57s
Feb 2025
Elon Musk's Acquisition Made Me $50M, But Fatherhood Redefined My Life
<p>What if the key to success wasn’t grinding harder—but learning to let go?</p><p><br></p><p>Chris Bakke made 10s of millions selling two companies, including one to Elon Musk’s Twitter. But after years of chasing big wins, something changed: he had kids. And suddenly, the drive ... Show More
46m 31s
Sep 2025
$46B of hard truths from Ben Horowitz: Why founders fail and why you need to run toward fear (a16z co-founder)
Ben Horowitz is the co-founder of Andreessen Horowitz, Silicon Valley’s largest and most influential venture capital firm, with over $46B in committed capital across multiple funds. He took Loudcloud public with just $2 million in revenue (dubbed “the IPO from hell”), sold it for ... Show More
1h 37m
My guest today is Ronnie Fieg, founder and CEO of Kith. At age 13, Ronnie started working at David Z., an iconic New York shoe store, where he sold Timberland boots to Jay-Z and Wallabies to Wu-Tang Clan. He worked his way up from the stockroom and earned his first collaboration in 2007, when he worked with ASICS on new Gel-Lyte 3s. That collection sold out ... Show More
<p>What if you could fast-forward your financial goals by ten years just by moving abroad?</p><p><br></p><p>That’s exactly what entrepreneur Rob Hoffman did when he relocated to Colombia, where his $3M net worth stretches as if it’s $9M.</p><p><br></p><p>Rob, a member of the Hamp ... Show More
