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What Top AI Labs Are Really Doing With Observability

2026 31

In this chat at Startup School Paris, Datadog CEO Olivier Pomel reflects on his startup journey in New York, how staying close to raw customer feedback and support tickets keeps an 8,000 person company honest, and why moving faster on both hiring and firing remains the hardest thing for any founder to actually execute. Apply to Y Combinator: https://www.ycombinator.com/apply Work at a startup: https://www.ycombinator.com/jobs Chapters: 00:00 — Intro 01:43 — How Datadog Actually Started 04:47 — The DevOps Insight Behind the Company 06:17 — Riding the Cloud Explosion 07:29 — Was It Ever Obvious It Would Work? 09:03 — Building Culture Without Writing It Down 10:28 — Why Olivier Still Reads Support Tickets 14:22 — 20–25 Products: How They Decide What to Build 16:04 — Going Public on COVID Lockdown Day 19:19 — AI: Winner or Loser? 21:40 — The New Bets: Agents & Smarter Observability 24:17 — "In Two Quarters, No Code Anymore" 25:49 — 20 Years With a Co-Founder 27:10 — Start in Europe or Move to the US? 28:39 — Outro

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