
About
Conversations with the best investors and business leaders in the world. Patrick explores their ideas, methods, and stories to help you better invest your time and money.

Patrick is the Founder and CEO of Positive Sum. He founded Colossus in 2020 to build on the success of Invest Like The Best.
Featured

Invest Like The Best
Ep.355
A Conversation with Charlie Munger & John Collison
Charlie Munger was the vice chairman of Berkshire Hathaway. In this conversation with Stripe's John Collison, recorded last year, he shares the ingredients for long-term business success, his thoughts on American society writ large, and what makes Berkshire special.
12.05.2023

Invest Like The Best
Ep.427
The Gift and The Curse of Staying Private
Bill Gurley is a former General Partner at Benchmark Capital. We cover the breakdown of incentives that created over a thousand "zombie unicorn" companies, how late-stage venture firms have largely eliminated the need to go public to access funding and liquidity, and the investing implications if AI turns out to be the single greatest platform shift of our lifetime.
06.10.2025

Invest Like The Best
Ep.414
Investing At Lone Pine
Kelly Granat is the co-CIO and Managing Director of Lone Pine Capital. We cover the building blocks behind Lone Pine's investment decisions, why the market frequently misprices the ability to execute, and the investing industry's problems with aligning incentives and duration.
03.11.2025

Invest Like The Best
Ep.46
Esoteric Assets
Rishi Ganti is the founder of Orthogon Partners. We cover market (in)efficiency, basics and examples of esoteric assets, and most memorable experiences and reflections in esoteric investing.
07.18.2017

Invest Like The Best
Ep.45
The Deployment Age, Power Laws, and Venture Capital
Jerry Neumann is a New York City-based venture capitalist. We cover the Deployment Age, the power laws that govern venture capital, and what makes a good venture capitalist.
07.11.2017

Invest Like The Best
Ep.44
Ten Lessons After Almost a Year of Podcasting
This episode marks the first anniversary of the podcast. Patrick covers his rule that started the whole podcast, the ten lessons he's learned over the past year, and a fun story about his recent dinner with Warren Buffett.
07.05.2017

Invest Like The Best
Ep.43
Seek to Learn That Which Cannot be Taught
Scott Norton is the co-founder of Sir Kensington’s which was acquired by Unilever. We cover his observations on culture, the importance of relationships in sales, and competitive edge.
06.27.2017

Invest Like The Best
Ep.42
Building Something People Want to Buy
Andy Rachleff is the co-founder and CEO of Wealthfront. Previously he co-founded and was a long-time partner at Benchmark Capital. We cover Benchmark's founding strategy, product market fit, and Andy's transition from venture capitalist to operator at Wealthfront.
06.20.2017

Invest Like The Best
Ep.41
Quant vs. Traditional Investors and How Alphas Become Betas
Leigh Drogen has worked as a statistical arbitrage portfolio manager is the founder of Estimize, a data company that works with some of the world's largest hedge funds. We cover traits that help funds perform well, crowdsourcing in funds, and algorithms and automation.
06.13.2017

Invest Like The Best
Ep.40
Bail Street, with NYC’s Leading Bail Bondsman
Ira Judelson is the leading bail bondsman in New York City. We cover the business of being a bail bondsman, some of his most memorable clients including Dominique Strauss-Kahn and DMX, and his advice for younger people just starting out in their careers.
06.06.2017

Invest Like The Best
Ep.39
The Human Blitzkrieg
David Chilton is a venture capitalist, author, investor, and television personality from Waterloo, Ontario. We cover business, investing, and writing.
05.30.2017

Invest Like The Best
Ep.38
The Art of Asset Allocation
David Salem was the founding president and CIO for The Investment Fund for Foundations and currently is CIO of the Windhorse Group. We cover foundations of asset allocation, first principles thinking, and the history of the Yale and Harvard endowment models.
05.23.2017

Invest Like The Best
Ep.37
Man + Machine, Moats, and Power of the Outside View
Michael Mauboussin is the Head of Global Financial Strategies at Credit Suisse. We cover moats and base rates, the active-passive debate, and the shift from public to private markets.
05.16.2017