Dawn Riley has done everything in the sailing world; from scraping by as a young sailor living in her van and making sandwiches to running an America's Cup campaign. Along the way she has shattered a host of glass ceilings; Dawn was a part of the first all-female crew in the 89-90 Whitbread, the first full time female crew member on an America's Cup boat and the only woman to head a Cup campaign. Truly a badass! Today she is the Executive Director of the Oakcliff Sailing Program, a unique school that is coaching future American sailors how to compete and win at the highest levels of the sport. Take a listen as Tyler and Carter talk to Dawn about her beginnings in the sport, breaking barriers and the future of American Sailing.