#108 Alex List, FlyShirley: 'Shirley' there's an opportunity for AI in the flight deck

In this episode we sit down with Alex List, CEO and founder of FlyShirley, a startup building an AI copilot for the cockpit. Alex walks through what AI in aviation actually looks like today: the practical reality of a ground-based language model accessed via iPad helping pilots handle strategic, non-time-critical tasks like looking up service bulletins mid-flight, transcribing ATC clearances, finding alternates, and synthesizing information that would otherwise require a pilot to dig through a POH while managing weather and workload. He's candid about where the technology still falls short and articulates a clear architectural thesis: frontier intelligence lives on the ground, state management lives on the device, and a 56-kilobit connection is all you need in between.

The conversation broadens into the harder questions facing anyone building in this space: how do you design for pilot augmentation without creating dependency? How do you handle liability for an advisory system that is occasionally wrong? And how do you build a defensible business in a market that is, honestly, pretty small? Alex is refreshingly honest about the GA market math and where the real opportunity lies. The hosts bring their own investor and operator lens to the discussion, flagging the classic failure modes of aviation startups.