
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.145
The Future of Blockchain and Financial Services
Chad Cascarilla is the CEO and co-founder of Paxos, a financial technology company. We cover the foundations of the current financial system, how Chad first came across bitcoin and how blockchain's open architecture could re-build the infrastructure of finance.
10.29.2019

Invest Like The Best
Ep.144
Direct Listing vs. IPO
Bill Gurley is a general partner at Benchmark Capital. We cover the mathematics behind IPO underpricing, the brokenness of the traditional IPO process, and how direct listings help solves some of these challenges.
09.24.2019

Invest Like The Best
Ep.143
How to be a Pro’s Pro
Joe McLean is the founder of Intersect Capital, providing financial advisory services to a variety of clients, including a number of NBA players. We cover the process of setting high standards early on, the concept of a Pro's Pro, and common mistakes people tend to make with money.
08.20.2019

Invest Like The Best
Ep.142
All Things Business
Zack Kanter is the founder and CEO of the Stedi. We cover lessons learned from Walmart and Amazon, setting a company vision, and lessons in building software.
08.13.2019

Invest Like The Best
Ep.141
What Makes a Quality Company
Chris Bloomstran is the president and chief investment officer of Semper Augustus Investments Group. We cover what makes for a quality business, discuss examples of quality businesses, and take a deep dive into Berkshire Hathaway.
08.06.2019

Invest Like The Best
Ep.140
How to Live with Computers
Brian Christian is the author of Algorithms To Live By and The Most Human Human. We cover the history of artificial general intelligence (AGI), how people should think about the effects of AGI in their careers, and using algorithms and mathematics for big life decisions.
07.30.2019

Invest Like The Best
Ep.139
How Quant Evolves
Eric Sorensen is the President and CEO of PanAgora Asset Management. We cover Eric's early career in the Air Force, the evolution of quantitative investment strategies, and the frontiers of research that Eric is excited about for the future.
07.23.2019

Invest Like The Best
Ep.138
How Games Make Life Better
Jane McGonigal, PhD, is a world-renowned designer of alternate reality games. We cover the principles for designing useful games, how games can be used for the treatment of mental disorders, and the implications of future governments gamifying society
07.16.2019

Invest Like The Best
Ep.137
All Things Business and Investing
Bill Gurley is a general partner at Benchmark Capital. We cover the current venture capital landscape, the marketplace model, and user generated content businesses.
07.02.2019

Invest Like The Best
Ep.136
The Search for the Truth with the Anonymous Master
The pseudonymous Jesse Livermore is one of the most respected names on financial Twitter and a research partner at OSAM. We cover his background, investment philosophy, the new environment markets operate in today and what that means for valuations moving forward.
06.25.2019