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A Stanford Runner Coached Himself With ChatGPT. Now He's on a Tour de France Team
Running
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Gavin Sherry found his future on a borrowed bike.
A year ago, the former Conard High School star was still on Stanford’s cross country roster, his college career swallowed by a femoral stress fracture, two tibial stress fractures and recurring IT band trouble. Then the cross-training started to feel like the main event. Sherry tells Dominic about the moment he caught himself feeling a little excited about new pain on a run, because it meant more time on the bike. A rider he met on a group ride lent him a top-end S-Works, and Sherry took the Strava record up Old La Honda, one of the Bay Area’s most famous climbs. Within a year, he had signed with EF Education, with a WorldTour spot waiting in 2027.
Sherry breaks down what runners don’t know about cycling: 20-hour training weeks, 100 grams of carbs an hour, 7,000-calorie days, and why you can dig a deep hole on the bike without breaking a bone. He grades his first coach, ChatGPT (B-plus, maybe A-minus), and catches up on twin brother Callum’s trail racing in Japan.
He dreams of winning a Grand Tour, but his definition of success is simpler: love the life you’re living. For every runner whose body won’t cooperate, this conversation is a reminder that the engine you built doesn’t disappear. It just needs a new road.
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52 minutes.