Drew has made a mark on fashion in his 20-year tenure in New York City.

In 2006 he cofounded the fine fashion jewelry collection, Andrew Hamilton Crawford. His jewelry was featured in magazines from Elle to O. It was worn by many celebrities including Oprah Winfrey, Beyonce, Paris Hilton, and Debbie Harry. It was showcased in The Blonde’s fashion show, and was sold in stores like Henri Bendel, Kitson, Fred Segal, Patricia Field, and the Metropolitan Museum of Art.

He owned and operated his own store, Monarch Boutique for eight years before working in styling and fine Jewery for a decade at Saks Fifth Avenue.