
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.
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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.12
Exploring the Frontier
Kevin Simler has a background in technology and was one of the earliest employees at Palantir Technologies. We cover start-up culture and activities he did at Palantir to help create the culture, the economics of social status, and why people search for meaning in their lives.
11.22.2016

Invest Like The Best
Ep.11
Better for You, Better for the World
Craig Shapiro is the founder and CEO of the New York-based Collaborative Fund. We cover the investment philosophy of "better for you and better for the world", his advice to entrepreneurs, and the biggest misses of his career.
11.14.2016

Invest Like The Best
Ep.10
Cultivating a Disaster Resistant, Compound Interest Machine
Brent Beshore is the CEO and founder of adventur.es. We cover how he got started and built his company, how they source, evaluate, and acquire businesses, and how he and his team work to improve profitability at their portfolio companies after acquisition.
11.08.2016

Invest Like The Best
Ep.9
The State of Automated Investing
Jon Stein is the founder and CEO of Betterment. We cover how Betterment was started, how Betterment can serve financial advisors as a technology support tool, and the future of robo-advisors.
11.01.2016

Invest Like The Best
Ep.8
An Internal Locus of Control
Kiley Adams is a track and field star, valedictorian, varsity soccer player, Taekwondo master black belt, and philanthropic researcher. We cover the lessons from Taekwondo that translate into other aspects of her life and the importance of having an internal locus of control.
10.28.2016

Invest Like The Best
Ep.7
A Deep Dive into Hedge Funds
Ted Seides was the founder, president, and co-chief investment officer at Protégé Partners and also the author of "So You Want to Start a Hedge Fund?". We cover David Swensen’s model for investments at Yale, the current state of fundraising, and his advice for hedge fund investors.
10.25.2016

Invest Like The Best
Ep.6
Vanguard’s Gerry O’Reilly and Jim Rowley
Gerry O'Reilly is the portfolio manager and Jim Rowley is a senior investment analyst at Vanguard. We cover the particulars that make Vanguard and its funds tick, how buybacks play into re-balancing, and factor investing.
10.18.2016

Invest Like The Best
Ep.5
The Quantified Self
Christian Rudder is the co-founder of OKCupid and the best-selling author of Dataclysm. We cover interesting and unsettling trends in OKCupid's dating data, artificial intelligence, and his favorite book recommendations.
10.11.2016

Invest Like The Best
Ep.4
Walking and Thinking
Morgan Housel is a prolific writer, researcher, and partner at the Collaborative Fund. We cover the differences in investing in private vs public markets, why the timing of innovation matters, and advice that Morgan would give to young investors.
10.04.2016

Invest Like The Best
Ep.3
The Power of Serendipity
Jason Zweig is the Intelligent Investor columnist for the Wall Street Journal and author of several books, including his recent Devil's Financial Dictionary. We cover investing and financial advice, impactful books, and life in general.
09.27.2016