Stripe

60% of Vercel Deployments Are Now Shipped by AI Agents

Oct 16, 2026 · 1:29:09

Vercel CEO Guillermo Rauch argues AI agents, not humans, are becoming the internet's primary users — and Vercel the infrastructure they choose. Coding agents went from 3% to 60% of Vercel deployments in a year, and the $9.3B-valued company reports $600M annualized revenue and 485,000 paying teams. He says engineers now manage agents like engineering managers, enterprises will generate personalized software instead of buying SaaS while Salesforce survives as data infrastructure, and websites must retool for agents via MCP. Vercel's AI Gateway shows 80% of tokens flow to open models — frontier labs, he argues, face fleeting loyalty and crypto-like froth. He details a $1M sandbox bounty that surfaced a critical Linux vulnerability and predicts fluid compute as serverless's next chapter.

USV’s New $900M Fund: Fred Wilson, Rebecca Kaden & Mike Mignano

Oct 8, 2026 · 1:25:14

Union Square Ventures partners Fred Wilson, Rebecca Kaden and Mike Mignano explain why the firm broke its small-fund discipline to raise $900M, its largest fund cycle ever, as bigger AI outcomes and costlier rounds demand larger checks. Wilson says AI today looks like the internet in 2003: infrastructure is built, but defining applications remain unbuilt. The partners detail 'obliterate, don't automate'—an AI lawyer, accountant or doctor instead of a human one—arguing incumbents can't copy it because it cannibalizes their business. Wilson calls ARR a 'fake metric,' favoring usage retention, and says single-digit-billion exits still return well at USV's fund size. The 'Rebel Alliance' thesis backs open-source AI infrastructure, and Mignano argues chatbots won't replace the user interface.

Stripe’s John Collison: AI Agents Will Rewire the Internet

Oct 5, 2026 · 28:01

Stripe co-founder John Collison tells host Molly O'Shea that AI agents will rewire commerce, calling computer use the "ultimate backwards compatibility layer" for the real world. Collison says Stripe processed $1.9 trillion in 2025, up 34%, and almost no one now integrates its API by hand, so Stripe is rebuilding for "AI ergonomics" rather than developer ergonomics. He argues AI discovery will reshuffle merchants the way Facebook ad targeting did, predicts more breaches over the next five years, and says Stripe deems January 1, 2026 the start of its "singularity epoch." He explains the Bridge, Privy, Metronome and OpenRouter acquisitions—crypto, usage-based billing, model routing—and internal AI wins like legal agents. His 17-year lessons: no shortcuts, stickwithness, users first.