Guest Stars Vincent Pastore as Fat Larry Andrea-Rachel Parker as Mama Ganja Stephen McKinley Henderson as Uncle Hollis Kecia Lewis as Aunt Goldie Jorge Lendeborg Jr. as Jah Son Anthony Chisholm as Old Chess Player Ja'Quan Cole as B-Black Co Starring Ebony Obsidian as Nia Justus Davis Graham as Randy Diggs Amyrh Harris as Darren Coles Samuel McKoy-Johnson as Darius Coles Delissa Reynolds as Ann Coles Trayce Malachi as Young Bobby Nicholas Richardson as Stockbroker Popa Wu as Five Percenter Joey Auzenne as Fredo Lucas Papaelias as Salesman Hank Strong as Prisoner #2 Teniece Divya Johnson as Woman Rachel Lu as Asian Cashier Robbie Tate-Brickle as Man Myles Marable as Customer Dexton P. Cummings as Prisoner #1 Will Ehren as Worker Chris Jarell as Orin William Oliver Watkins as Bobby's Father CJ McBath as Dealer
