Dawn Riley // Sailing Stories from the Whitbread, America's Cup, and Oakcliff

#347. Dawn Riley is an expert big-boat and match-racing sailor, and a wonderful storyteller. Emma got Dawn on the phone for an hour of sailing stories from Dawn's incredible career. Dawn was the first woman to manage an entire America’s Cup syndicate, the first American sailor to sail in three America’s Cups and two Whitbread Round the World races. She was on the Maiden crew in the 1989-90 Whitbread Race. Dawn is the Executive Director at Oakcliff Sailing, an organization dedicated to raising the level of sailors and sailing in the United States. Learn more about Dawn's career here, and more about Oakcliff Sailing here.  -- Join the conversation on The Quarterdeck, 59º North's 'deep dives on the art of seamanship.' Annual membership site with access to the canon of seamanship content (articles, videos, podcasts & more); a thriving community passionate about sailing; and direct access to Andy, Mia, August, Nikki & Emma, the 'Admiralty' to have all of your sailing & seamanship questions answered! quarterdeck.59-north.com -- ON THE WIND is presented by Weems & Plath, makers of fine nautical & weather instruments since 1928. Visit weems-plath.com to see their full catalog. ON THE WIND is supported by Candlewick Press, publisher of Old Wood Boat, a new picture book by artist and sailor Nikki McClure. Old Wood Boat goes on sale May 10 wherever you buy your books. ON THE WIND is also supported by Buldano, our favorite brand of towels for at home and on the boats. Take 20% off your order at buldano.com with code 'onthewind'.