Cheeky Pint
Stripe cofounder John Collison interviews founders, builders, and leaders over a pint.
12 episodes summarized
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Episodes (35)
What comes after smartphones, with Snap CEO Evan Spiegel
Apr 27, 2026
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The economics and trends of the restaurant industry, with Tony Xu of DoorDash
Apr 21, 2026
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The world of voice AI, with Mati Staniszewski of ElevenLabs
Apr 14, 2026
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The history and future of AI at Google, with Sundar Pichai
Apr 7, 2026
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Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta
Mar 31, 2026
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The 20-year journey to fully autonomous cars with Dmitri Dolgov of Waymo
Mar 24, 2026
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Creating prediction markets (and suing the CFTC) with Tarek Mansour and Luana Lopes Lara
Mar 17, 2026
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Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Mar 10, 2026
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Garrett Langley of Flock Safety on building technology to solve crime
Mar 5, 2026
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Reiner Pope of MatX on accelerating AI with transformer-optimized chips
Feb 26, 2026
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Stripe’s 2025 annual letter
Feb 24, 2026
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Ramp founder Eric Glyman on the many ways AI is changing corporate spending
Feb 17, 2026
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Ben Thompson from Stratechery on AI ads, the end of SaaS, and the future of media
Feb 12, 2026
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Elon Musk on Space GPUs, AI, Optimus, and his manufacturing method
Feb 5, 2026
Summary ready
Julia DeWahl of Antares on building nuclear reactors for the US military
Nov 25, 2025
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Satya Nadella describes how lessons from Microsoft’s history apply to today’s boom
Nov 18, 2025
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Dave Ricks, CEO of Eli Lilly, on GLP-1s and the business of pharma
Nov 11, 2025
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Stablecoin special: Zach Abrams (Bridge) and Henri Stern (Privy)
Nov 4, 2025
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Casey Handmer of Terraform Industries on solar maximalism, hard tech, and reclaiming the Salton Sea
Oct 28, 2025
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Dan Sundheim of D1 Capital on the art of public market investing
Oct 22, 2025
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How to build a $16B car company with RJ Scaringe, founder of Rivian
Oct 14, 2025
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Tobi Lütke is still captivated by internet commerce, 20 years later
Oct 6, 2025
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Marc Andreessen and Charlie Songhurst on the past, present, and future of Silicon Valley
Oct 1, 2025
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Des Traynor on reinventing Intercom twice and the “four horsemen” of good AI companies
Sep 24, 2025
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Ambrook CEO Mackenzie Burnett on American agriculture, rural resilience, and carrying 50lbs of fresh pork on Amtrak
Sep 17, 2025
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Zipline CEO Keller Cliffton on air-dropping blood to Rwandan hospitals and getting to 50,000 aircraft per year
Sep 10, 2025
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Cognition CEO Scott Wu on acquiring Windsurf, AI replacing engineers, and the Moneyball-ification of everything
Aug 27, 2025
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Coinbase CEO Brian Armstrong on bitcoin going to $1 million, electing a pro-crypto Congress, and Jamie Dimon
Aug 20, 2025
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Robinhood CEO Vlad Tenev on tokenizing private companies, changing the SEC, and Frank Slootman
Aug 13, 2025
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Anthropic CEO Dario Amodei on designing AGI-pilled products, model economics, and 19th-century vitalism
Aug 6, 2025
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Serial entrepreneur Pieter Levels on building in public and living as a digital nomad
Jul 9, 2025
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The Bot Company founder and CEO Kyle Vogt on home robots and why he’ll never sell another company
Jun 25, 2025
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Meta CFO Susan Li on headcount vs. GPU allocation, “free cash flow” hats, and almost becoming a PM
Jun 18, 2025
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OpenAI cofounder Greg Brockman on the scaling hypothesis and refactoring as a killer AI use case
Jun 18, 2025
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Cheeky Pint hosted by Stripe cofounder John Collison
Jun 16, 2025
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