Cheeky Pint

Technology

Cheeky Pint

by Stripe

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

29 episodes

EN language

All Episodes

1

Creating prediction markets (and suing the CFTC) with Tarek Mansour and Luana Lopes Lara

1:16:30 Mar 17, 2026

2

Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board

1:41:23 Mar 10, 2026

3

Garrett Langley of Flock Safety on building technology to solve crime

1:44:15 Mar 5, 2026

4

Reiner Pope of MatX on accelerating AI with transformer-optimized chips

1:13:07 Feb 26, 2026

5

Stripe’s 2025 annual letter

27:44 Feb 24, 2026

6

Ramp founder Eric Glyman on the many ways AI is changing corporate spending

1:11:10 Feb 17, 2026

7

Ben Thompson from Stratechery on AI ads, the end of SaaS, and the future of media

1:30:15 Feb 12, 2026

8

Elon Musk on Space GPUs, AI, Optimus, and his manufacturing method

2:46:02 Feb 5, 2026

9

Julia DeWahl of Antares on building nuclear reactors for the US military

45:17 Nov 25, 2025

10

Satya Nadella describes how lessons from Microsoft’s history apply to today’s boom

1:18:51 Nov 18, 2025

11

Dave Ricks, CEO of Eli Lilly, on GLP-1s and the business of pharma

2:05:15 Nov 11, 2025

12

Stablecoin special: Zach Abrams (Bridge) and Henri Stern (Privy)

1:14:09 Nov 4, 2025

13

Casey Handmer of Terraform Industries on solar maximalism, hard tech, and reclaiming the Salton Sea

1:16:07 Oct 28, 2025

14

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

1:38:08 Oct 22, 2025

15

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

1:08:48 Oct 14, 2025

16

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

1:42:55 Oct 6, 2025

17

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

2:07:56 Oct 1, 2025

18

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

1:18:20 Sep 24, 2025

19

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

54:53 Sep 17, 2025

20

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

1:14:12 Sep 10, 2025

21

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

57:53 Aug 27, 2025

22

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

1:16:31 Aug 20, 2025

23

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

1:05:50 Aug 13, 2025

24

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

1:02:51 Aug 6, 2025

25

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

22:37 Jul 9, 2025

26

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

22:31 Jun 25, 2025

27

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

29:43 Jun 18, 2025

28

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

31:51 Jun 18, 2025

29

Cheeky Pint hosted by Stripe cofounder John Collison

0:56 Jun 16, 2025

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