
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.201
Investing in the Future of Healthcare
Raju Rishi, Nikita Singareddy, and Jason Black are investors at NYC-based early-stage VC, RRE Ventures. We discuss their focus on healthcare investing, the different stakeholders in the healthcare value chain, and the impact COVID has had on the industry.
11.24.2020

Invest Like The Best
Ep.200
Wild Hearts and Wild Ideas
Niki Scevak is the co-founder and partner at Blackbird Ventures. We cover investing in people with wild ambitions and even wilder ideas, the venture landscape in Australia and New Zealand, building a startup city, and what makes Canva such a special company.
11.17.2020

Invest Like The Best
Ep.199
The Power of Brand
Jason Karp is the founder and CEO of HumanCo and Rohan Oza is the co-founder of CAVU Venture Partners. We cover what makes for a great brand, how partnerships with influencers and celebrities can turbocharge a brand, and how brand ultimately gives you pricing power.
11.10.2020

Invest Like The Best
Ep.198
Lessons in Growth Investing
Anu Hariharan is a partner at Y-Combinator’s Continuity Fund focused on growth investing. We cover growth stage businesses models, the most interesting international markets for tech start-ups, and how much opportunity still exists for investing in tech and e-commerce startups.
11.03.2020

Invest Like The Best
Ep.197
Thriving in Changing Markets
Brad is the founder of Altimeter Capital. Rich is the founder/CEO of Zillow and also founded Expedia & Glassdoor. We cover Rich’s “power to the people” strategy, going public through SPACs vs. IPOs, and using big hairy audacious goals to build a great company.
10.27.2020

Invest Like The Best
Ep.196
Lessons on Early Stage Investing and Getting Acquired
Ben Gilbert and David Rosenthal are investors and the duo behind the Acquired podcast. We cover some of the greatest corporate acquisitions of all time, discuss what makes acquisitions successful, and talk over the investing lessons Ben and David have learned across their careers.
10.20.2020

Invest Like The Best
Ep.195
Investing in Dignity and Character
Jacqueline Novogratz is the founder and CEO of Acumen. We cover her move from Wall Street to philanthropic capital, how creating dignity plays such a major role in her investments, and how governments and businesses can work together to solve the world’s toughest problems.
10.13.2020

Invest Like The Best
Ep.194
Upside Down Markets
The pseudonymous Jesse Livermore is one of the most respected names on financial Twitter and a research partner at OSAM. We discuss upside down markets, fiscal policy, and how the stock market can be near all-time highs in terrible economic times.
10.06.2020

Invest Like The Best
Ep.193
Better, Cheaper, Faster: Why Companies that Reduce Friction Win
The pseudonymous Modest Proposal is one of the most respected thinkers on financial Twitter. We cover the frameworks he uses to analyze today's stock market, the impacts of COVID on businesses, and break down what makes InterActiveCorp (IAC) such a unique company.
09.29.2020

Invest Like The Best
Ep.192
The Modern Activist Toolkit
Lauren Taylor Wolfe is the co-founder and Managing Partner of Impactive Capital, an activist investment management firm. We cover the entire activist toolkit, dive deep on how the modern activist playbook differs from traditional methods, and explore how she helps create value for companies.
09.22.2020