Jason Milton

Jason Milton’s career is the story of reinvention — from international fashion to record-breaking real estate growth, with one common thread: he’s the guy you call when something needs to be turned around. Jason got his start in the fast-paced fashion industry, working with global brands and living in cities like New York, Milan, Tokyo, and Barcelona. His early years were marked by relentless travel, high-pressure environments, and deep exposure to international business — an experience that taught him how to adapt quickly, communicate across cultures, and thrive in the world’s most competitive markets. Eventually, his appetite for challenge led him into a very different kind of business — the high-stakes world of vacation ownership. Jason joined Hilton Hotel's first-ever urban timeshar...