Gaining local fame as a teenager in 1992 as one of the founding members of the "BackYard Band", he made his acting debut in late 2003 as Slim Charles in the HBO television series The Wire. He has also appeared in music videos, such as Boyz n da Hood's "Dem Boyz" and Wale's "Chillin", among others. He hosts a nightly radio show on 93.9 WKYS-FM radio in the Washington metropolitan area.
On August 26, 2007, Glover's brother Tayon was shot to death in Columbia Heights. Glover addressed the press, along with D.C. Mayor Adrian Fenty, saying that "we're tired of seeing the yellow (police) tape" and calling for an end to revenge shootings. He also stated that he has been shot 13 times.
Glover starred in three episodes of the first season of the HBO television series Treme as a convicted killer named Keevon White. He also speaks to youth in the Washington metropolitan region, and has been accepted in the New York Film Academy. He has been working on a film titled Shoedog since 2009. It is written by author and The Wire contributor George Pelecanos.
On August 3, 2014, Glover was beaten and stabbed at a nightclub. The injuries were non life-threatening.