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Cheeky Pint

Cheeky Pint

Written by: Stripe
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Stripe cofounder John Collison interviews founders, builders, and leaders over a pint.© 2026 Stripe Economics Leadership Management & Leadership
Episodes
  • The company building underwater drones for $50,000
    Oct 15 2026

    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 breakthrough that created Student's t-test), why seagrass is an overlooked super-sequester of carbon, and the engineering required to operate robots thousands of meters beneath the surface. Will also breaks down Ulysses' vertical integration strategy, the reality of eco-pragmatism versus "green tape," and what it takes to sell hard tech to defense and offshore energy sectors.


    Timestamps

    (00:00:30) R&D at Guinness

    (00:05:43) Planting seagrass with robots

    (00:16:53) Lowering the cost of doing things in the ocean

    (00:19:00) Landing in a Chinese prison

    (00:27:53) Building robots to withstand saltwater

    (00:31:08) Live use cases for underwater robots

    (00:46:03) The undersea cable vulnerability


    Resources:

    Guinness Quality Standards: https://www.guinnesscelebrate.com/our-quality/quality-standards

    No Great Stagnation in Guinness by Will O’Brien: https://www.thefitzwilliam.com/p/no-great-stagnation-in-guinness

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    50 mins
  • Muse Wonder: Zuckerberg and Wang's $100B AI
    Oct 12 2026

    As 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 Wonder and the future of personal AI agents.

    In this episode, Mark and Alex open up about the creation of Meta Superintelligence Labs (MSL), the decision to execute a complete talent reboot, and what it really feels like to make a $100B+ CapEx commitment before knowing if the model will work. They dive deep into the architecture of Muse Wonder—including active memory, multimodal perception, and frontier coding—while laying out their vision for agentic commerce, hardware form factors like smart glasses, and why superintelligence belongs in the hands of billions.


    Timestamps

    (00:00:24) Muse’s breakout use cases

    (00:07:28) Why the model is the product

    (00:14:35) Meet Muse Wonder

    (00:24:56) How frontier models are actually built

    (00:48:26) Betting $100B
    (01:07:21) Agentic commerce

    (01:19:34) OpenRouter
    (01:20:06) Beyond the smartphone

    (01:27:00) Funding
    (01:34:06) Why AI won’t be winner-take-all

    (01:40:46) Meta Superintelligence Labs (MSL)

    (02:08:11) Working for Mark Zuckerberg


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    2 hrs and 14 mins
  • What comes after smartphones, with Snap CEO Evan Spiegel
    Apr 27 2026

    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 legacy device and how true AR glasses represent the first step toward making computing human again. They discuss the technical hurdles of fitting a spatial computer into a glasses form factor, why Snap built its own OS from scratch, and how Claude is transforming their software development, with over two-thirds of Snap’s new code now written by AI. Plus, the pair dig into the complex reality of teen phone usage, the distinction between social and media, and why Norway was the first country to embrace Snapchat.


    Timestamps

    (00:00:15) Snap’s crucible moment

    (00:01:05) Specs

    (00:09:12) AR as the right form factor

    (00:20:45) Stablecoin payouts on Stripe

    (00:21:46) Monetizing the camera

    (00:28:13) Social media vs messaging

    (00:47:37) Content moderation

    (00:59:49) Snap’s evolution

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    1 hr and 2 mins
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