
Stripe cofounder John Collison interviews founders, builders, and leaders over a pint.
| Publishes | Weekly | Episodes | 34 | Founded | 10 months ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | TechnologyEntrepreneurshipBusiness | |||

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 economics of the restaurant industry, why... more
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 still struggles with conversation... more
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 crunch. They cover the constraint... more
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 101-billboard campaign, and why she believes... more
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Loved the pod but questions, discussion points and views are pretty repetitive.
He should start a payments company or something; seems very knowledgeable
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.
Great show
Why do you have to add Stripe cofounder for your identity here?
Key themes from listener reviews, highlighting what works and what could be improved about the show.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
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Apple Podcasts | #62 | |
Apple Podcasts | #122 |
Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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A candid, tech-forward interview series where founders, builders, and leaders share practical insights from starting up to scaling, often touching on regulatory, governance, and market-shaping implications. Conversations span prediction markets, AI governance, safety tech, energy innovation, and financial infrastructure, with a common thread of translating complex technologies into real-world impact. Listeners can expect thoughtful questions, problem-solving mindset, and relatable founder journeys, all anchored by a casual, conversational vibe over a pint. A standout hallmark is exploring high-stakes tradeoffs between regulation, growth, and responsible innovation across diverse industries, making it useful for executives, product/tech lead... more
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Cheeky Pint launched 10 months ago and published 34 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Cheeky Pint include:
1. Tony Xu
2. Mati Staniszewski
3. Sundar Pichai
4. Christina Cacioppo
5. Dmitri Dolgov
6. Tarek Mansour
7. Luana Lara
8. Bret Taylor
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