
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.191
Moonshots and Marketing
Rory Sutherland is the Vice Chairman of Ogilvy & Mather Group. We cover how psychological moonshots can be successful and cheap, improving a company's business by using the magic of marketing, and asking dumb questions to reach intelligent answers.
09.15.2020

Invest Like The Best
Ep.190
Lessons from Thousands of Startups
Michael Seibel is a Partner at Y Combinator and the CEO of YC’s startup accelerator. We cover what he looks for in Y Combinator applicants, frameworks to identify problems worth solving as an entrepreneur, and what it feels like to find product-market fit.
09.08.2020

Invest Like The Best
Ep.189
Great Migration Public to Private Equity
Michael Mauboussin is the Head of Consilient Research at Counterpoint Global. We cover the reasons behind the shift from public to private investing, the most significant changes in capital markets, and the rise of intangible assets.
09.01.2020

Invest Like The Best
Ep.188
Open Source Crash Course
Jeremiah Lowin is the founder of Prefect.io, an open source software company. Chetan Puttagunta is a partner at Benchmark Capital. We cover the open source software business model, building an open source community, and future opportunities in the sector.
08.25.2020

Invest Like The Best
Ep.187
The Next Wave of E-commerce
Katrina Lake is the co-founder and CEO of Stitch Fix. We cover the next wave of e-commerce, how stakeholder focus is a shareholder focus, and the future of Stitch Fix and personalized shopping.
08.18.2020

Invest Like The Best
Ep.186
The Future of Crypto
Brian Armstrong is the co-founder and CEO of Coinbase. We cover the current state of the crypto industry, how crypto can build a more open financial system and bring more economic freedom to the world, and how he has built Coinbase into a company with 1000+ employees.
08.11.2020

Invest Like The Best
Ep.185
The Future of Media: Movies, the Metaverse, and More
Matthew Ball is the Managing Partner of Epyllion Industries and the former head of strategy at Amazon Studios. We cover the past and future of media, video games, and the metaverse.
08.04.2020

Invest Like The Best
Ep.184
How to Operate: Lessons in Brand, Distribution, and Leadership
Kat Cole is the COO and president of North America for Focus Brands, which owns famous companies like Cinnabon, Carvel, Jamba, and more. We cover her story from a Hooters waitress to COO of Focus Brands, building and developing brands, and lessons she's learned as a leader.
07.28.2020

Invest Like The Best
Ep.183
The Past, Present, and Future of SaaS and Software
Eric Vishria is a general partner at Benchmark Capital. We cover the different generations of SaaS and software businesses, why the future remains brighter than ever for companies building software products, and what impact their products will have on business in general.
07.21.2020

Invest Like The Best
Ep.182
The Past, Present, and Future of Consumer Social Companies
Turner Novak is a partner at Gelt VC. We cover the past, present, and future of consumer social companies, deep dive in to what makes TikTok different from other social media companies, and Pinduoduo's business model that grew them from $0 to $4 billion in revenue in 5 years.
07.14.2020