Ross is most notable for co-producing films with Spike Lee, with whom he co-founded 40 Acres and a Mule Filmworks. They first met at Morehouse College, where both took film making courses. Ross appeared in Lee’s master’s degree thesis film, Joe’s Bed-Stuy Barbershop: We Cut Heads. He co-produced many films with Lee through the 1980s and 1990s, including She’s Gotta Have It, School Daze, Do the Right Thing, Jungle Fever, Malcolm X and Crooklyn.
Following the production of Crooklyn, Ross took a seven-year break from 40 Acres. Most of this break involved producing Keep the Faith, Baby, a biopic about Adam Clayton Powell Jr. He also produced Escaping Jersey and directed Reasons during this period.
On re-joining 40 Acres, Ross became the coordinator for the company’s community outreach programmer, recruiting interns to assist with the production of Inside Man. Ross is currently working with Spike Lee on the “She’s gotta have it TV Spin-off of the movie that he co-produced.