Cheeky Pint

What comes after smartphones, with Snap CEO Evan Spiegel

Apr 27, 2026

The economics and trends of the restaurant industry, with Tony Xu of DoorDash

Apr 21, 2026

The world of voice AI, with Mati Staniszewski of ElevenLabs

Apr 14, 2026

The history and future of AI at Google, with Sundar Pichai

Apr 7, 2026

Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta

Mar 31, 2026

The 20-year journey to fully autonomous cars with Dmitri Dolgov of Waymo

Mar 24, 2026

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

Mar 17, 2026

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

Mar 10, 2026

Garrett Langley of Flock Safety on building technology to solve crime

Mar 5, 2026

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

Feb 26, 2026

Stripe’s 2025 annual letter

Feb 24, 2026

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

Feb 17, 2026

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

Feb 12, 2026

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

Feb 5, 2026

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

Nov 25, 2025

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

Nov 18, 2025

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

Nov 11, 2025

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

Nov 4, 2025

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

Oct 28, 2025

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

Oct 22, 2025

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

Oct 14, 2025

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

Oct 6, 2025

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

Oct 1, 2025

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

Sep 24, 2025

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

Sep 17, 2025

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

Sep 10, 2025

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

Aug 27, 2025

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

Aug 20, 2025

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

Aug 13, 2025

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

Aug 6, 2025

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

Jul 9, 2025

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

Jun 25, 2025

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

Jun 18, 2025

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

Jun 18, 2025

Cheeky Pint hosted by Stripe cofounder John Collison

Jun 16, 2025