Cheeky Pint
Podcast

Cheeky Pint

Stripe

35 episodes · Technology, Business, Entrepreneurship

Stripe cofounder John Collison interviews founders, builders, and leaders over a pint.

Episodes

What comes after smartphones, with Snap CEO Evan Spiegel
What comes after smartphones, with Snap CEO Evan Spiegel
Apr 27, 2026 · 1h 2m
The economics and trends of the restaurant industry, with Tony Xu of DoorDash
The economics and trends of the restaurant industry, with Tony Xu of DoorDash
Apr 21, 2026 · 1h 20m
The world of voice AI, with Mati Staniszewski of ElevenLabs
The world of voice AI, with Mati Staniszewski of ElevenLabs
Apr 14, 2026 · 1h 0m
The history and future of AI at Google, with Sundar Pichai
The history and future of AI at Google, with Sundar Pichai
Apr 7, 2026 · 1h 9m
Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta
Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta
Mar 31, 2026 · 57 min
The 20-year journey to fully autonomous cars with Dmitri Dolgov of Waymo
The 20-year journey to fully autonomous cars with Dmitri Dolgov of Waymo
Mar 24, 2026 · 1h 2m
Creating prediction markets (and suing the CFTC) with Tarek Mansour and Luana Lopes Lara
Creating prediction markets (and suing the CFTC) with Tarek Mansour and Luana Lopes Lara
Mar 17, 2026 · 1h 16m
Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
Mar 10, 2026 · 1h 41m
Garrett Langley of Flock Safety on building technology to solve crime
Garrett Langley of Flock Safety on building technology to solve crime
Mar 5, 2026 · 1h 44m
Reiner Pope of MatX on accelerating AI with transformer-optimized chips
Reiner Pope of MatX on accelerating AI with transformer-optimized chips
Feb 26, 2026 · 1h 13m
Stripe’s 2025 annual letter
Stripe’s 2025 annual letter
Feb 24, 2026 · 27 min
Ramp founder Eric Glyman on the many ways AI is changing corporate spending
Ramp founder Eric Glyman on the many ways AI is changing corporate spending
Feb 17, 2026 · 1h 11m
Ben Thompson from Stratechery on AI ads, the end of SaaS, and the future of media
Ben Thompson from Stratechery on AI ads, the end of SaaS, and the future of media
Feb 12, 2026 · 1h 30m
Elon Musk on Space GPUs, AI, Optimus, and his manufacturing method
Elon Musk on Space GPUs, AI, Optimus, and his manufacturing method
Feb 5, 2026 · 2h 46m
Julia DeWahl of Antares on building nuclear reactors for the US military
Julia DeWahl of Antares on building nuclear reactors for the US military
Nov 25, 2025 · 45 min
Satya Nadella describes how lessons from Microsoft’s history apply to today’s boom
Satya Nadella describes how lessons from Microsoft’s history apply to today’s boom
Nov 18, 2025 · 1h 18m
Dave Ricks, CEO of Eli Lilly, on GLP-1s and the business of pharma
Dave Ricks, CEO of Eli Lilly, on GLP-1s and the business of pharma
Nov 11, 2025 · 2h 5m
Stablecoin special: Zach Abrams (Bridge) and Henri Stern (Privy)
Stablecoin special: Zach Abrams (Bridge) and Henri Stern (Privy)
Nov 4, 2025 · 1h 14m
Casey Handmer of Terraform Industries on solar maximalism, hard tech, and reclaiming the Salton Sea
Casey Handmer of Terraform Industries on solar maximalism, hard tech, and reclaiming the Salton Sea
Oct 28, 2025 · 1h 16m
Dan Sundheim of D1 Capital on the art of public market investing
Dan Sundheim of D1 Capital on the art of public market investing
Oct 22, 2025 · 1h 38m
How to build a $16B car company with RJ Scaringe, founder of Rivian
How to build a $16B car company with RJ Scaringe, founder of Rivian
Oct 14, 2025 · 1h 8m
Tobi Lütke is still captivated by internet commerce, 20 years later
Tobi Lütke is still captivated by internet commerce, 20 years later
Oct 6, 2025 · 1h 42m
Marc Andreessen and Charlie Songhurst on the past, present, and future of Silicon Valley
Marc Andreessen and Charlie Songhurst on the past, present, and future of Silicon Valley
Oct 1, 2025 · 2h 7m
Des Traynor on reinventing Intercom twice and the “four horsemen” of good AI companies
Des Traynor on reinventing Intercom twice and the “four horsemen” of good AI companies
Sep 24, 2025 · 1h 18m
Ambrook CEO Mackenzie Burnett on American agriculture, rural resilience, and carrying 50lbs of fresh pork on Amtrak
Ambrook CEO Mackenzie Burnett on American agriculture, rural resilience, and carrying 50lbs of fresh pork on Amtrak
Sep 17, 2025 · 54 min
Zipline CEO Keller Cliffton on air-dropping blood to Rwandan hospitals and getting to 50,000 aircraft per year
Zipline CEO Keller Cliffton on air-dropping blood to Rwandan hospitals and getting to 50,000 aircraft per year
Sep 10, 2025 · 1h 14m
Cognition CEO Scott Wu on acquiring Windsurf, AI replacing engineers, and the Moneyball-ification of everything
Cognition CEO Scott Wu on acquiring Windsurf, AI replacing engineers, and the Moneyball-ification of everything
Aug 27, 2025 · 57 min
Coinbase CEO Brian Armstrong on bitcoin going to $1 million, electing a pro-crypto Congress, and Jamie Dimon
Coinbase CEO Brian Armstrong on bitcoin going to $1 million, electing a pro-crypto Congress, and Jamie Dimon
Aug 20, 2025 · 1h 16m
Robinhood CEO Vlad Tenev on tokenizing private companies, changing the SEC, and Frank Slootman
Robinhood CEO Vlad Tenev on tokenizing private companies, changing the SEC, and Frank Slootman
Aug 13, 2025 · 1h 5m
Anthropic CEO Dario Amodei on designing AGI-pilled products, model economics, and 19th-century vitalism
Anthropic CEO Dario Amodei on designing AGI-pilled products, model economics, and 19th-century vitalism
Aug 6, 2025 · 1h 2m
Serial entrepreneur Pieter Levels on building in public and living as a digital nomad
Serial entrepreneur Pieter Levels on building in public and living as a digital nomad
Jul 9, 2025 · 22 min
The Bot Company founder and CEO Kyle Vogt on home robots and why he’ll never sell another company
The Bot Company founder and CEO Kyle Vogt on home robots and why he’ll never sell another company
Jun 25, 2025 · 22 min
OpenAI cofounder Greg Brockman on the scaling hypothesis and refactoring as a killer AI use case
OpenAI cofounder Greg Brockman on the scaling hypothesis and refactoring as a killer AI use case
Jun 18, 2025 · 31 min
Meta CFO Susan Li on headcount vs. GPU allocation, “free cash flow” hats, and almost becoming a PM
Meta CFO Susan Li on headcount vs. GPU allocation, “free cash flow” hats, and almost becoming a PM
Jun 18, 2025 · 29 min
Cheeky Pint hosted by Stripe cofounder John Collison
Cheeky Pint hosted by Stripe cofounder John Collison
Jun 16, 2025 · 0 min