Starting in the 2000s, Douglas helmed videos for artists such as Nicki Minaj, Sean Combs, Keyshia Cole, Akon and 50 Cent. For his efforts, he was awarded B.E.T.’s Video Director of the Year in 2009 and 2013. He also helmed commercial spots for Jeep, Honda, Gatorade, Sears and others. In 2009, Douglas made his feature film debut with the comedy, Next Day Air, starring Mike Epps, Omari Hardwick and Mos Def. His second film, the action drama S.W.A.T.: Firefight was released in 2011. His third film, All Eyez on Me, a biopic about rapper and actor Tupac Shakur, was released in June 2017.