At Rocawear, she rose to the position of creative director of the women's and children's divisions and met her future husband, Damon Dash. In 2004, Roy launched her eponymous fashion collection.
Rachel Roy and Damon Dash married in late 2004, or in 2005, and have two daughters. She filed for divorce in 2009. In April 2015, Roy was awarded sole custody of both daughters; she filed for an order of protection against Dash. The court granted Roy and her daughters a three-year restraining order against Dash. Days later, Dash filed a lawsuit against her, alleging breach of fiduciary duties and other claims related to Royale Etenia, a fashion company they founded during their marriage.