Oct 29, 202653 min
Sam Altman, CEO of OpenAI, joins John to break down how models uncovered critical PHP vulnerabilities, why test-time compute unlocks massive agent swarms, and OpenAI's internal experiments proving complex math problems...
About this Podcast:
Stripe cofounder John Collison interviews founders, builders, and leaders over a pint.
Pitch Analysis
Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.
Contact path
Public web form
Booking probability
30%
Guest openness
Selective
80/100
Required Score
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Signup to Generate a PitchQuestions about Cheeky Pint
What has Cheeky Pint covered recently?
Recent episodes include "Why Sam Altman is against a single superintelligence" (29 October 2026, 53 minutes), "The airline CEO putting Starlink on every plane" (27 October 2026, 80 minutes), and "How Toto Wolff built the most valuable team in F1" (20 October 2026, 71 minutes).
How often does Cheeky Pint publish?
Cheeky Pint publishes roughly weekly, with episodes averaging 77 minutes.
How hard is it to get booked on Cheeky Pint?
Booking probability for Cheeky Pint is 30%, and the host is rated Selective on guests. Cheeky Pint requires a Pod Score of 80 or higher. Cheeky Pint's contact route on record: public web form.
Who should pitch Cheeky Pint?
The strongest fits for Cheeky Pint are Business & Management Consulting. Cheeky Pint has a business audience.
About the host
Cheeky Pint is a business podcast.
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Recent episodes
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Oct 27, 20261h 20mScott Kirby, CEO of United Airlines, joins John and Ben Thompson to break down the airline business and United’s contrarian bets shaping commercial aviation. Scott details United’s massive COVID fleet expansion while...
Oct 20, 20261h 11mToto Wolff, Team Principal and Co-Owner of the Mercedes-AMG PETRONAS F1 Team, joins John Collison for a pint to discuss the engineering, management, and economics behind modern Formula 1. Toto breaks down how Mercedes...
Oct 15, 202650 minWill O'Brien, founder and CEO of Ulysses, joins John and Chris Sacca for a pint to discuss how underwater autonomous robots are scaling up to solve critical ocean challenges. They cover the technical history of Guinness...
Episode #35
Muse Wonder: Zuckerberg and Wang's $100B AI
Oct 12, 20262h 14mAs Meta scales its AI infrastructure past five gigawatts, Mark Zuckerberg (founder and CEO, Meta) and Alexandr Wang (Chief AI Officer, Meta Superintelligence Labs) join John for a pint to discuss the launch of Muse...
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Apr 27, 20261h 2mS0<p>Snap CEO Evan Spiegel joins John at the pub for a deep dive into Snap's "crucible moment" of 2026: the long-awaited consumer launch of Spectacles. Evan explains why he believes the smartphone has become an isolating...
Apr 21, 20261h 21mS0<p>Tony Xu, cofounder and CEO of DoorDash, joins John for a pint to discuss how they won a crowded market by obsessing over retention and the reality of fighting fraud in the physical world. They cover the harsh...
Apr 14, 20261 hourS0<p>Mati Staniszewski is the co-founder of ElevenLabs, the research company making audio accessible across languages and voices. He sits down with John to discuss the "voice Turing Test" and why AI has conquered text but...
Apr 7, 20261h 9mS0<p>Sundar Pichai is the CEO of Google and Alphabet. He sits down with John and Elad Gil to discuss Google’s resurgence in the AI race, managing a massive $180 billion CapEx budget, and why 2026 is the year of the supply...
Mar 31, 202657 minS0<p>Christina Cacioppo, founder and CEO of Vanta, joins the pub to discuss building the future of agentic trust. She explains why compliance has a “vitamin vs painkiller” dynamic, the drama behind their famous...
Mar 24, 20261h 2mS0<p>Waymo is now doing nearly 500,000 rides a week across 10 cities. Co-CEO Dmitri Dolgov came to the pub to discuss how they moved from scientific research to massive global scaling. He gives a masterclass on the sensor...
Mar 17, 20261h 17mS0<p>Tarek Mansour and Luana Lopes Lara are the co-founders of Kalshi, the first federally regulated prediction market in the US. They sit down with John and Matt Huang to discuss growing their revenue 11x in six months...
Mar 10, 20261h 41mS0<p>Bret Taylor, co-founder of Sierra and Chair of the OpenAI board, joins John for a pint to discuss the rapid shift toward an agentic future. In this episode, Bret explains why outcome-based pricing is the future of...
Mar 5, 20261h 44mS0<p>Garrett Langley is the founder and CEO of Flock Safety, a public safety operating system that helps communities and law enforcement eliminate crime. He sits down with John to discuss why most crime is opportunistic...
Feb 26, 20261h 13mS0<p>Reiner Pope is the co-founder and CEO of MatX, designing specialized chips for Large Language Models. A former Google TPU architect, he joins John to discuss why the current generation of AI hardware is hitting a...
Episode #24
Stripe’s 2025 annual letter
Feb 24, 202628 minS0<p>The internet economy accelerated in 2025. The fastest-growing companies got even faster, agentic commerce and stablecoin payments started to kick into gear, and total payment volume on Stripe grew by a third as our...
Feb 17, 20261h 11mS0<p>Eric Glyman is the cofounder and CEO of Ramp, the finance automation platform that now powers over 2% of all corporate spend in the US. He sits down with John and co-host Alex Rampell to discuss how Ramp scaled to...
Feb 12, 20261h 30mS0<p>Ben Thompson, the internet’s premier tech analyst, joins John for a wide-ranging conversation on the mechanics of the internet economy. They discuss the origins of Stratechery and the "1,000 true fans" model, why...
Feb 5, 20262h 46mS0<p>John Collison and Dwarkesh Patel sit down with Elon Musk to discuss why the future of AI isn’t on Earth, but in the "always sunny" vacuum of space. Between pints, they discuss the brutal physics of scaling—from the...
Nov 25, 202545 minS0<p>Julia DeWahl is the cofounder of Antares, a company developing nuclear micro-reactors for the US military and critical infrastructure. She sits down with John to discuss the vision for the "Starlink of electricity"...
Recent guests
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