Jack Fitzsimons

Jack Fitzsimons

CTO at Oblivious. He builds tools that track and evaluate AI across engineering workflows.

Jack Fitzsimons helps engineering teams figure out if their AI tools actually work. As co-founder and CTO of Oblivious, he builds systems that track coding agents from the initial prompt to production. Instead of evaluating AI in a vacuum, his work relies on real-world developer signals like failed CI runs and stalled pull requests.

Before Oblivious, Jack worked on computer vision at NASA’s Jet Propulsion Lab and analyzed data at ElectroRoute. He holds a DPhil from Oxford and contributes to the UN’s Privacy-Preserving Technologies Task Team. Based in Dublin.