Jazz Fusion in the Agentic Era

AI for Founders with Ryan Estes · May 12, 2026 · 46m · transcript

When Tim Freestone first logged into ChatGPT on November 23, 2022, he turned to his wife and said, "Okay, this is a thing." Two and a half years later, he's the Chief Strategy Officer at Kiteworks, a PE-backed unicorn protecting how data moves in and out of the world's most regulated companies. This episode is part jazz appreciation, part AI philosophy, and part hard-earned playbook for any founder staring down the agentic era wondering whether their data exposure is about to catch up with them.

Tim's path is the kind founders should pay attention to. He spent the early part of his career…