EPISODE · Aug 17, 2026 · 54 MIN
Stripe’s AI Strategy: Build More, Not Less
from The a16z Show · host David George, Will Gaybrick
a16z General Partner David George is joined by Will Gaybrick, President of Product & Business at Stripe, to discuss how AI is changing the way Stripe builds products, organizes teams, and thinks about the future of internet commerce. Stripe has evolved from a payments company into a multi-product financial infrastructure platform, while a new generation of AI companies is growing and monetizing faster than previous software cohorts. Will explains why Stripe sees AI productivity as an opportunity to build more rather than simply cut costs, including how its internal coding agents now generate thousands of pull requests each week. They discuss creating founder-like agency inside large companies, building smaller and flatter teams, and why Stripe believes dramatically more software will be created as the cost of building continues to fall. They also look ahead to agentic commerce, why checkout pages could disappear, the potential return of micropayments, stablecoins as infrastructure for a global economy, and a future where AI agents increasingly buy software and services from other machines. Resources: Follow Will Gaybrick on LinkedIn: https://www.linkedin.com/in/william-gaybrick-5730347/ Follow Will on X: https://x.com/gaybrick Follow David George on X: https://x.com/DavidGeorge83 Follow Stripe on X: https://x.com/stripe Stay Updated:Find a16z on YouTube: YouTubeFind a16z on XFind a16z on LinkedInListen to the a16z Show on SpotifyListen to the a16z Show on Apple PodcastsFollow our host: https://twitter.com/eriktorenberg Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
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What this episode covers
a16z General Partner David George is joined by Will Gaybrick, President of Product & Business at Stripe, to discuss how AI is changing the way Stripe builds products, organizes teams, and thinks about the future of internet commerce. Stripe has evolved from a payments company into a multi-product financial infrastructure platform, while a new generation of AI companies is growing and monetizing faster than previous software cohorts. Will explains why Stripe sees AI productivity as an opportunity to build more rather than simply cut costs, including how its internal coding agents now generate thousands of pull requests each week. They discuss creating founder-like agency inside large companies, building smaller and flatter teams, and why Stripe believes dramatically more software will be created as the cost of building continues to fall. They also look ahead to agentic commerce, why checkout pages could disappear, the potential return of micropayments, stablecoins as infrastructure for a global economy, and a future where AI agents increasingly buy software and services from other machines.
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Stripe’s AI Strategy: Build More, Not Less
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