
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.400
Capital, Compute & AI Scaling
Chetan Puttagunta is a General Partner at Benchmark and Modest Proposal is a money manager who is one of the most respected thinkers in financial markets. We cover the current scaling challenges of frontier AI models, the incredible proliferation of open source models, and the investing implications across private and public markets.
12.06.2024

Invest Like The Best
Ep.394
Building Islands of Innovation
Tobi Lütke is the co-founder and CEO of Shopify. We cover the biggest changes he's observed in the wider tech ecosystem with the advent of AI, his unique way of interpreting and implementing "founder mode" at Shopify, and how we can promote more entrepreneurs to build on "islands of innovation" away from the mainstream.
10.22.2024
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Invest Like The Best
Ep.303
Building a Compound Company
Parker Conrad is the co-founder and CEO of Rippling. We explore Rippling's place in the B2B infrastructure stack, the notion of a compound startup, and what Parker has learned about leadership, motivation, and communication.
11.15.2022

Invest Like The Best
Ep.302
A Macro Tour
Bob Elliott is the CEO and CIO of Unlimited. We cover the relationship between rates and inflation for different asset classes, why we're seeing a return to boring economic cycles, and how to find alpha in private markets through quantitative strategies.
11.08.2022

Invest Like The Best
Ep.301
Investing in Consumer Change
Kirsten Green is the founder and managing partner at Forerunner Ventures. We cover the frameworks for identifying brands early, how to build deal flow, and the shift in power between buyers and sellers.
11.01.2022

Invest Like The Best
Ep.300
Building Uber Eats
Jason Droege is a venture partner at Benchmark. We cover what he learned building Uber Eats, transferrable lessons for other marketplace businesses, and what it's like to work in a business that evokes strong public opinion.
10.25.2022

Invest Like The Best
Ep.299
It’s About the Money
Paul Orfalea is the founder of Kinko's. We cover his leadership style, what he learned about hiring well, and why entrepreneurship was his only path out of school.
10.18.2022

Invest Like The Best
Ep.298
How to Price Products
Madhavan Ramanujam is the author of Monetizing Innovations. We cover different monetization models, common mistakes when pricing products, and why positive feedback doesn’t necessarily equate to dollars spent.
10.11.2022

Invest Like The Best
Ep.297
Non-Traditional Endowment Investing
Scott Wilson is the CIO of Washington University’s endowment. We cover the qualities Scott looks for in good partners, what he's learned from investing in China and emerging markets, and red flags in the venture space.
10.04.2022

Invest Like The Best
Ep.296
Investing in Latin America
Julio Vasconcellos and Mate Pencz are partners at Canary and Atlantico. We cover the state of investing and business in Latin America today, the nuts and bolts of building a digital payments system for emerging markets, and the most interesting insights from their report on digital transformation in the region.
09.27.2022

Invest Like The Best
Ep.295
Billion Dollar Scrubs
Trina Spear is the co-founder and CEO of FIGS. We cover the original insight that led to FIGS' founding, what the basic financial profile of an apparel retailer looks like, and the biggest lessons for builders of product-centric businesses.
09.20.2022

Invest Like The Best
Ep.294
Building the Entrepreneurship Company
Harley Finkelstein is the President of Shopify. We cover the different dimensions of entrepreneurship, the most interesting trends in e-commerce today, and the lessons learned from Shopify's transition to public markets.
09.13.2022