In this episode, I’m joined by multi-time champion John Loe, a standout Star and J/70 racer, for a candid look at how top sailors choose events, prepare for them, and keep getting faster.

John explains how he targets the right regattas, builds focused training blocks, and uses intensive skill work—like expert-led downwind training—to unlock real gains. He shares how to develop a crew that trims with intent in changing conditions, and why late starters can still accelerate with deliberate practice.

We also dig into U.S. sailing culture: the talent drain toward pro sailing, the challenges of the Olympic pathway, and why time-on-water sets winning programs apart. John offers an insider’s view on SailGP’s American struggles and the structural advantages other nations leverage.

A sharp, insightful episode on preparation, coaching, regatta strategy, and the craft of sailing faster—packed with lessons for anyone looking to move up the fleet.