Episodes

Kristen Berry kindly invited me to take part in North U / American Sailing’s Performance Race Week in St Thomas this February; this collaborative episode is a detailed debrief of that programme.   We unpack the structure of the week, the coaching approach, the type of sailors who benefit, and the ke...

Olympian and performance coach Lara Dallman Weiss joins Sailfaster to unpack what actually makes boats go faster—and it’s not just technique. From her background in Olympic 470 racing to keelboat campaigns and coaching, Lara shares a holistic view of performance that blends decision-making, teamwork...

in Part 2 of our discussion, Morgan “Truby” Trubovich returns to finish his deep dive on what actually wins races: process, communication, and smart feedback. He explains when results do matter, why elite teams talk like air-traffic control, and how onboard audio/video accelerates learning—often wit...

I was lucky enough to sit down with Morgan Trubovich—better known as “Truby”—one of the most quietly dominant sailors in the sport. Across a career spanning 19 world championships, America’s Cup victories, major offshore wins, and elite one-design racing, Truby has developed a philosophy that consis...

This week on SailFaster , we break down one of the most misunderstood parts of the sport: junior sailing—not as childcare, not as summer camp, but as a high-performance pipeline that can transform an entire racing community. Host Pete Boland sits down with Madde Vachon and Travis Carlisle of Annapol...

We’re joined by professional offshore sailor and fellow Brit, Will Harris, one of the most interesting figures in modern ocean racing. From the Solitaire du Figaro to IMOCA 60s and The Ocean Race, Will shares what life really looks like at the top end of the sport. Now based in Lorient, France — the...

Today we speak with renowned sailing fitness coach Harry Legum, founder of Annapolis Sailing Fitness and a pioneer of sailing-specific physical training. With decades of experience working with everyone from club racers to Olympic gold medallists and America’s Cup teams, Harry explains why effective...

Chris Alexander is one of the most consistently dominant one-design sailors in the U.S., with major wins across the VX One and Melges 15 fleets. But his success isn’t built on talent alone — it’s rooted in deep understanding, curiosity, and an ability to stay ahead of the learning curve. In this epi...

My guest today is my good friend Angelo Guarino — aeronautical engineer, US Sailing Regional Judge, J/105 sailor, and one of the most analytical, hard-working racers in Annapolis. Angelo didn’t grow up sailing. He started racing in his 30s, got hooked instantly, and has spent the years since climbin...