Born and raised on Cape Cod, MA, Buckley was introduced to sailing by his single mother who worked multiple jobs and sports became both an outlet and a foundation for discipline, resilience, and drive.
What started as an unexpected extracurricular pursuit quickly grew into a defining passion that shaped his personal and professional trajectory. From high school waters to global competition, Buckley's career ascended quickly. He went on to become a 2-time world champion sailor, competing at the highest levels of the sport and earning recognition for his strategic sharpness and relentless competitiveness. His experience across international racing circuits provided not only athletic success but also an insider's understanding of the opportunities and shortcomings of sailing as a spectator sport.
In November 2023, Buckley and tech entrepreneur Ryan McKillen led the acquisition of the U.S. SailGP Team, marking a historic moment for professional sailing. As CEO, Buckley has built one of the most diverse and high-profile ownership groups in the sport's history, with investors including Issa Rae, DeAndre Hopkins, Gary Vaynerchuk, Avenue Capital Group's Marc Lasry and Carolyn Tisch Blodgett's Next 3. This groundbreaking roster underscores his vision: to align sailing with culture, entertainment, and mainstream sport in a way never done before.