
Roy grew up in California, and attended Seaside High School along the Monterey Peninsula in Northern California. She attended Columbia Union College (also called Washington Adventist University) in Takoma Park, Maryland[4] and left to move to New York where she worked in retail.
Roy's first job in fashion was at age 14, at a Contempo Casuals clothing outlet in her hometown. After college, she came to New York City, where she worked as a stylist for magazines and music videos. She became an intern at urban fashion line Rocawear, where she rose to the position of creative director of the women's and children's divisions and met her future husband Damon Dash. In 2005 Roy launched her eponymous fashion collection.
In June 2008, Jones Apparel Group formed a joint venture with the Rachel Roy brand. In August 2009, Roy launched The RACHEL Rachel Roy collection, an affordable diffusion line of sportswear, shoes and accessories. The label "RACHEL Rachel Roy" is available exclusively at Macy’s in the United States and at The Bay in Canada.
In summer 2009, Roy and Grammy Award-winning British pop singer Estelle announced via Roy’s Twitter feed their collaboration on a jewelry line for the Spring 2010 RACHEL Rachel Roy collection. Roy designed a capsule collection in partnership with model Jessica Stam for Macy’s stores and RachelRoy in Fall 2010. The Rachel Roy collections are available at Saks Fifth Avenue, Bergdorf Goodman, Neiman Marcus and Nordstrom.