S7/E9 All-Access on the Slopes: The Future of Luxury Ski Travel with Picabo Street
This Captains of Industry episode explores what really goes into elite alpine skiing, beyond what you see on TV. You can watch the sport for years and still miss what actually decides a race: the travel grind, the equipment rituals, the recovery work, and the mental tunnel vision it takes to deliver one perfect run. That’s why getting time with Picabo Street feels so rare. She’s an Olympic gold medalist, a defining voice in US ski racing, and someone who has lived the sport from the inside for decades.
We talk about how travel shaped her from the start, from childhood passport trips to Mexico to chasing snow across continents as a teen on the US Ski Team. Peekaboo shares the unglamorous truth behind World Cup travel: moving fast between resorts, setting up ski rooms, managing physio and cross-training, obsessing over sleep and food, and trying to stay comfortable enough to perform. If you’ve ever wondered what viewers never see when the camera cuts away, this conversation fills in the blanks.
Then we get into the The Crest Club, US Ski and Snowboard's luxury hospitality program and why it’s a standout example of luxury experiential travel. These small-group, highly curated ski race experiences are built around iconic destinations like St. Moritz, Courchevel, Kitzbühel, Beaver Creek, and Sun Valley, pairing free skiing with insider World Cup access, athlete interactions, and the culture of each town when racing takes over. We also cover who these trips are best for, how to think about ability levels, and why meeting athletes in person can turn casual spectators into real fans while supporting a nonprofit mission that helps fund the next generation.
👉 Listen to All-Access on the Slopes: The Future of Luxury Ski Travel
🔥 Special Thanks to our Season 7 Title Sponsors for their Support: Bokun, Civitatis, Intrepid, Kaptio, Propellic and Protect Group