Years Active: 2008-present
Label: Warner Bros.
Best Known Song: "Cookies and Apple Juice Freestyle"

In the 1990s, Tommy Hilfiger did a lot for hip-hop: he had Aaliyah and Wu-Tang walking down fashion runways. At the same time, he produced Rich Hil, a tatted up weedhead who can be heard in many a dorm room. At one time he was signed to Swizz Beatz' label, but now he's got a splashy contract over at Warner Bros., and (as of 2011) is closely aligned with The Weeknd and Lex Luger.