 In October 2008, Powell launched and starred in a self-funded web series called "Keith Powell Directs a Play," chronicling Powell's foray into directing "Uncle Vanya" at a fictional repertory theatre group.In 2009, Powell was a guest commentator on VH1's "100 Greatest One Hit Wonders of the 80s", and also played a Tuskegee Airman in "".In 2014, Powell began a recurring role on the television series "About a Boy" as Richard, Will's workaholic friend, accountant, and business manager.