October 8, 2026

Bret Taylor on applied AI, tokens, renting intelligence and owning the context

A year ago, Bret Taylor was fielding calls from board members spooked by a stat claiming 90% of AI projects fail. Bret says that panic is gone, replaced by the opposite problem. Companies are beginning to receive token bills nobody budgeted for.

Bret, co-founder and CEO of Sierra, walks through why he thinks that flip is actually a good sign for applied AI, makes the case for outcomes-based pricing over per-seat software, and tells the story of an agent his team built that calls a specialist's office back, again and again, until a stuck patient referral finally gets booked.

See transcript