Patrick Gilbert Refused AI for 3 Years (Today He's Google's AI Speaker) - #09

Legends of Scale · May 20, 2026 · 1h 43m

Today we chat with Patrick Gilbert. CEO of AdVenture Media.

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00:00 Intro — Meet Patrick Gilbert

01:17 How Patrick Went From AI Hater to AI Superfan

04:41 Doubling Every Year — Then Hitting the Wall

08:06 What Structure Did He Cut (and Why)?

10:06 Build First or Get Revenue First? AI Changes the Game

13:38 Why They Were Anti-Tech (But Pro-AI)

15:38 What Does 'Structure' Even Mean?

17:37 SOPs vs. Culture — The Big Trade-Off

20:55 Builder Mentality…