What does it take to win The Ocean Race and then step up to lead U.S. Sailing? In this episode, we talk with offshore legend Charlie Enright — skipper of 11th Hour Racing Team, the first American crew ever to win the race.

Charlie shares how his obsession with sailing carried him from dinghies on Narragansett Bay to the gales of the Southern Ocean. He reflects on lessons of endurance, trust, and building world-class teams — including how to handle setbacks and bounce back stronger.

We dive into the craft of racing faster offshore: preparation, culture, accountability, and the mindset that separates good from great. Charlie also opens up on his new role at U.S. Sailing, where he’s driving change in how America develops sailors and reconnects with its Olympic potential.

Whether you’re campaigning offshore or racing on Wednesday nights, Charlie’s insights on resilience, leadership, and team culture will give you plenty to chew on!