How Toto Wolff built the most valuable team in F1
Mercedes-AMG PETRONAS F1 Team Principal and co-owner Toto Wolff sits down with Stripe co-founder John Collison to unpack the organizational, financial, and reg…
Podcast
Cheeky Pint podcast summaries.
Every full Cheeky Pint episode we cover, summarized with verbatim, timestamped quotes: 15 episodes and 69 articles since April 2026. Hosted by John Collison. Part of our Business coverage. New summaries every Sunday.
15 episodescovered
69 articleswith timestamped quotes
69 articleswith timestamped quotes
Frequent voices
Muse Wonder: Zuckerberg and Wang's $100B AI
Mark Zuckerberg and Alexandr Wang join host John Collison to discuss Meta's launch of Muse Wonder, its frontier agentic AI model. They explore the creation and…
The company building underwater drones for $50,000
Will O'Brien, founder and CEO of Ulysses, sits down with John Collison and Chris Sacca to discuss how autonomous underwater drones can transform maritime opera…
Sea founder and CEO Forrest Li in conversation with Tyler Bryson
Sea founder and CEO Forrest Li sits down with Stripe Chief Revenue Officer Tyler Bryson at Stripe Tour Singapore to discuss the evolution of Sea Group across G…
Canva cofounder and COO Cliff Obrecht in conversation with John Collison
Canva co-founder and COO Cliff Obrecht speaks with Stripe president John Collison about Canva's evolution from a bootstrapped Australian yearbook tool to a glo…
A conversation with Replit's President and Head of AI Michele Catasta
Michele Catasta, President and Head of AI at Replit, discusses the company's dramatic pivot from a cloud IDE to an AI agent platform, including the intense per…
Tech analyst Philipp Klöckner in conversation with Conor McNamara
Tech analyst Philipp Klöckner discusses the profound paradigm shifts brought by AI, from accelerating software development and business models to its impact on…
Barney Hussey-Yeo in conversation with John Collison
The episode features John Collison in conversation with Barney Hussey-Yeo, founder of Cleo, a fast-growing AI financial assistant. They discuss Barney's past a…
Stripe Sessions 2026 | Indexing the economy
John Collison and Emily Sands discuss the current economic landscape, analyzing trends in profitability, trade policy, and labor markets through Stripe's data.…
Nat Friedman and Daniel Gross in conversation with John and Patrick Collison
This episode explores the current state and future implications of AI, dubbed 'day 120 of the singularity.' Discussions range from AI's economic impact and saf…
Stripe Sessions 2026 | Developer keynote
This keynote at Stripe Sessions 2026 explores the transformative impact of AI agents on developer experience and business operations. Michelle Bu and Nilufer s…
The economics and trends of the restaurant industry, with Tony Xu of DoorDash
John Collison interviews Tony Xu, CEO of DoorDash, about the company's journey and the broader restaurant industry. They discuss DoorDash's early competitive s…
The world of voice AI, with Mati Staniszewski of ElevenLabs
ElevenLabs co-founder Mati Staniszewski joins Stripe co-founder John Collison to discuss how modern voice AI models operate, the architectural debate between c…
The history and future of AI at Google, with Sundar Pichai
Sundar Pichai joins John Collison and Elad Gil to discuss Google's historical and future AI roadmap, including why Google did not ship ChatGPT first despite in…
Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta
Christina Cacioppo, founder and CEO of Vanta, joins John Collison to discuss how she built the automated compliance and trust management platform. They explore…