DiscoverThe Peel with Turner NovakInside Stripe: Stablecoins, AI, and (not) Going Public | Will Gaybrick, President of Technology and Business at Stripe
Inside Stripe: Stablecoins, AI, and (not) Going Public | Will Gaybrick, President of Technology and Business at Stripe

Inside Stripe: Stablecoins, AI, and (not) Going Public | Will Gaybrick, President of Technology and Business at Stripe

Update: 2025-11-13
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Will Gaybrick is the President of Technology and Business at Stripe.

Stripe builds financial infrastructure for the internet, and if you’ve ever purchased a product online, you’ve probably used Stripe.

We talk about what Stripe’s doing in crypto and stablecoins, how AI is changing commerce and payments, how they’re thinking about going public, how they build products internally, and interesting data they’re seeing around AI-native companies, like how they’re growing 3.5x faster than SaaS companies.

Thank you to Claire Hughes Johnson, Josh Kushner, and Cosmin Nicolaescu for help brainstorming topics for the conversation.


Thank you to Numeral and Amplitude for sponsoring this episode.Numeral: The end-to-end platform for sales tax and compliance. Try it here: https://www.numeral.com

Amplitude: Listen to users at scale with AI https://www.amplitude.com/AI-Feedback


Timestamps:

2:42 Will’s promotion

5:29 Build vs Buy in AI

6:39 Inside the Bridge acquisition

8:54 Stripe’s stablecoin strategy

11:20 Why building Stripe is so complicated

13:22 How Stripe builds new products

18:29 AI companies growing 3.5x faster than SaaS

22:58 New fraud vectors in AI businesses

25:19 Agentic commerce in ChatGPT

29:34 Building modular products

34:05 How Stripe uses AI internally

42:12 Building the first payments foundation model

48:23 Link, Stripe’s 200M user consumer product

56:52 Will Stripe ever IPO?

59:14 Blurring of private and public companies

1:03:39 Starting Hack Yale

1:08:23 Joining Thrive’s $5 million Fund 1

1:12:30 Low margin businesses are underrated

1:16:30 Joining Stripe as CFO

1:21:59 How Stripe’s go-to-market has evolved

1:25:56 Stripe’s margins

1:29:52 Why financial services are so hard to use

1:33:04 Lessons from Alan Mulally



Referenced

Stripe: https://stripe.com/

Careers at Stripe: https://stripe.com/jobs/search


Follow Will

Twitter: https://x.com/gaybrick

LinkedIn: https://www.linkedin.com/in/william-gaybrick-5730347


Follow Turner

Twitter: https://twitter.com/TurnerNovak

LinkedIn: https://www.linkedin.com/in/turnernovak


Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/

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Inside Stripe: Stablecoins, AI, and (not) Going Public | Will Gaybrick, President of Technology and Business at Stripe

Inside Stripe: Stablecoins, AI, and (not) Going Public | Will Gaybrick, President of Technology and Business at Stripe

Turner Novak