Cheeky Pint
StripeStripe cofounder John Collison interviews founders, builders, and leaders over a pint.
| Publishes | Twice weekly | Episodes | 40 | Founded | a year ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | TechnologyBusinessEntrepreneurship | |||
Listen to this Podcast
Latest Episodes
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 like Navier-Stokes. He also sha... more
Scott 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 competitors shrank, why custome... more
Toto 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 spots generational driver talent... more
Will 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 (including the math breakthro... more
Key Facts
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Recent Guests
Host
Reviews
- In-depth discussion but lacks a clear Identity.
Loved the pod but questions, discussion points and views are pretty repetitive.
Apple Podcasts4TradingAssasin
India10 months ago - Host is very smart
He should start a payments company or something; seems very knowledgeable
Apple Podcasts5edwinarbus
United Statesa year ago - Please change this
I love this show, but the transition sound to commercial sounds just like the Doppler effect of a car horn speeding towards you. It gives me a heart attack every time. Users first.
Apple Podcasts1Anonymous college kidUnited Statesa year ago - Longer is better
Great show
Apple Podcasts5Avid pod listener7United Statesa year ago - A question
Why do you have to add Stripe cofounder for your identity here?
Apple Podcasts3Many NakamuraIndiaa year ago
Listeners Say
Key themes from listener reviews, highlighting what works and what could be improved about the show.
Chart Rankings
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Spotify | #12 | United States/Technology |
Spotify | #181 | United States/Trending |
Apple Podcasts | #19 | United States/Technology |
Spotify | #9 |  United Kingdom/Technology |
Spotify | #154 | United Kingdom/Trending |
Spotify | #154 |  Canada/Trending |
Talking Points
Recent interactions between the hosts and their guests.
Audience Metrics
Listeners, social reach, demographics and more for this podcast.
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Frequently Asked Questions About Cheeky Pint
What is Cheeky Pint about and what kind of topics does it cover?
A high-signal, tech-forward interview show where a founder-turned-host chats with founders, builders, and leaders across AI, software, robotics, and platform ecosystems. Episodes typically center on product strategy, scaling companies, regulatory and governance issues, and the evolving role of AI in business — often with practical anecdotes, early-growth lessons, and candid takes on market dynamics. A recurring strength is drawing out concrete product decisions and tactical perspectives from ambitious leaders, sometimes weaving in sponsor integrations that highlight creator economy and payments infrastructure. Overall, it's forward-looking and grounded in real-world startup experience, with a consistent emphasis on actionable insights for o... more
Where can I find podcast stats for Cheeky Pint?
Rephonic provides a wide range of podcast stats for Cheeky Pint. We scanned the web and collated all of the information that we could find in our comprehensive podcast database. See how many people listen to Cheeky Pint and access YouTube viewership numbers, download stats, audience demographics, chart rankings, ratings, reviews and more.
How many listeners does Cheeky Pint get?
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What are the audience demographics for Cheeky Pint?
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How many subscribers and views does Cheeky Pint have?
To see how many followers or subscribers Cheeky Pint has on Spotify and other platforms such as Castbox and Podcast Addict, simply upgrade your account. You'll also find viewership figures for their YouTube channel if they have one.
Which podcasts are similar to Cheeky Pint?
These podcasts share a similar audience with Cheeky Pint:
1. Invest Like the Best with Patrick O'Shaughnessy
2. Dwarkesh Podcast
3. Uncapped | Benchmark Breakfast
4. The a16z Show
5. David Senra
How many episodes of Cheeky Pint are there?
Cheeky Pint launched a year ago and published 40 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
How do I contact Cheeky Pint?
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Where can I see ratings and reviews for Cheeky Pint?
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How do I access podcast episode transcripts for Cheeky Pint?
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What guests have appeared on Cheeky Pint?
Recent guests on Cheeky Pint include:
1. Sam Altman
2. Scott Kirby
3. Toto Wolff
4. Will O'Brien
5. Mark Zuckerberg
6. Alex Wang
7. Nat Friedman
8. Evan Spiegel
To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.