AI models cannot yet reliably identify which subset of their outputs is wrong, creating a trust gap that limits enterprise deployment.
The case
Fewer than 10% of enterprises have successfully deployed an agentic application.
“It may be that less than 10% of the enterprise has even deployed an agentic application successfully.”Harry Stebbings · 13 Aug 2026
It takes approximately three supervised deals of hand-holding before an AI agent can be trusted to handle finance tasks autonomously.
“For the first three deals I think it took it about three deals to like okay fourth deal let's see what you So it's going to take some handholding.”Jason Lemkin · 24 Jul 2026
The pushback
Harry Stebbings's fund fully delegates investment prioritization trust to an AI ranking system.
“We actually fully delegate trust of prioritization to the AI ranking system.”Harry Stebbings · 15 Aug 2026
Topics
Citation Bureau · compiled from attributed public discussion. Last updated 2026-08-24.