Cheeky Pint

Dan Sundheim of D1 Capital on the art of public market investing

In this interview, Dan Sundheim, founder of D1 Capital, discusses his investment strategies in public and private markets. He emphasizes fundamental analysis, a long-term investment horizon, and understanding business models. Sundheim shares insights on risk management, position sizing, and the importance of multiple e...

How to build a $16B car company with RJ Scaringe, founder of Rivian

Tobi Lütke is still captivated by internet commerce, 20 years later

In this interview podcast, Tobi Lütke, the CEO of Shopify, engages in a wide-ranging conversation with John Collison, discussing various topics from the intricacies of Shopify's codebase and internal systems like GSD, to the broader philosophies of company building, R&D measurability, and the importance of internal sof...

Marc Andreessen and Charlie Songhurst on the past, present, and future of Silicon Valley

Des Traynor on reinventing Intercom twice and the “four horsemen” of good AI companies

Ambrook CEO Mackenzie Burnett on American agriculture, rural resilience, and carrying 50lbs of fresh pork on Amtrak

Zipline CEO Keller Cliffton on air-dropping blood to Rwandan hospitals and getting to 50,000 aircraft per year

Cognition CEO Scott Wu on acquiring Windsurf, AI replacing engineers, and the Moneyball-ification of everything

In this interview, John Collison speaks with Scott Wu, the co-founder and CEO of Cognition, about his background, the founding of Cognition, and the broader implications of AI on software engineering and the economy. Wu discusses his early involvement in math competitions, his experience working with other future found...

Coinbase CEO Brian Armstrong on bitcoin going to $1 million, electing a pro-crypto Congress, and Jamie Dimon

Robinhood CEO Vlad Tenev on tokenizing private companies, changing the SEC, and Frank Slootman

Anthropic CEO Dario Amodei on designing AGI-pilled products, model economics, and 19th-century vitalism

In this interview, Dario Amodei, CEO of Anthropic, discusses the AI landscape, Anthropic's business model, and the future of AI. He shares insights on starting a company with his sibling, Daniela, and managing a large team of co-founders. Amodei explains the current applications of AI, particularly in coding, and its p...

Serial entrepreneur Pieter Levels on building in public and living as a digital nomad

In this interview, John Collison interviews Pieter Levels, a prominent indie hacker and digital nomad, about his journey and philosophy. Levels discusses his early entrepreneurial experiences, the indie hacker approach versus traditional VC-funded startups, and the importance of validating business ideas before seeking...

The Bot Company founder and CEO Kyle Vogt on home robots and why he’ll never sell another company

OpenAI cofounder Greg Brockman on the scaling hypothesis and refactoring as a killer AI use case

Meta CFO Susan Li on headcount vs. GPU allocation, “free cash flow” hats, and almost becoming a PM

In this interview, Susan Li, CFO of Meta, discusses her career trajectory, from starting high school at 11 to becoming the youngest CFO of a Fortune 100 company. She shares insights into Meta's internal succession planning, the evolution of Mark Zuckerberg as a leader, and the company's approach to resource allocation,...

Cheeky Pint hosted by Stripe cofounder John Collison