Cloudflare CEO and co-founder Matthew Prince joins Matt Turck for a wide-ranging and fascinating conversation about what happens when the Internet is no longer mostly used by humans, but by bots, AI agents and machines. Matthew explains why Cloudflare now sees automated traffic overtaking human traffic online, why agents could create a massive explosion in Internet traffic, and why the old web business model built around clicks, ads, and pageviews may be breaking. We also go deep on what Cloudflare actually does, how it built one of the world’s most important Internet networks, why products like Workers, AI Gateway, edge inference, Durable Objects, sandboxes, and agent security matter, and how Cloudflare is reorganizing itself for the AI era. Along the way, Matthew shares wild Cloudflare origin stories involving hacker kids, human rights groups, cricket in Pakistan, root servers, Eurovision, JPMorgan, and the strange paths that led Cloudflare from scrappy startup to critical Internet infrastructure. (00:00) — Cold open (00:34) — Intro (01:27) — The moment bots passed humans online (04:05) — "Agent," "bot," "crawler" — what they really mean (05:28) — Why your AI agent visits 5,000 sites to do one thing (06:27) — The internet's business model is breaking (06:52) — What happens to "brands" when machines do the buying (08:11) — What Cloudflare actually does, explained simply (10:29) — Hackers, human rights groups & an accidental product-market fit (13:37) — Building a global network (and the Telecom Pakistan cricket story) (21:10) — One hacker, from Turkish escort sites to Eurovision to JP Morgan (30:54) — Fundraising, VCs & an unlikely founding team (37:06) — How Cloudflare became an AI infrastructure company (40:24) — Cloudflare Workers and why the edge wins for inference (44:30) — AI Gateway: auditing, guardrails & runaway costs (47:05) — Why agents need a new kind of compute (52:13) — A "Log4j every week": security in the agentic era (56:03) — Inside Cloudflare: 241 billion tokens and "Cloudflare OS" (01:05:02) — Builders, sellers — and "measurers" (01:06:30) — The decision Matthew thinks every company will face (01:11:09) — What to do if AI is coming for your job (01:13:56) — Content Independence Day & the new economics of the web (01:18:27) — Pay-per-crawl, micropayments & out-scaling Visa (01:20:20) — A better internet: Spotify, local news & "holes in the cheese"