Guest Stars Jake Hoffman as Steve Rifkind Bokeem Woodbine as Jerome Jamie Hector as Andre D'Andre Jill Flint as Monica Lynch Jason E. Kelley as Uncle Anthony Adriane Lenox as Shotgun's Grandma Co Starring Justus Davis Graham as Randy Diggs Martin Fisher as Head Janitor Imani Lewis as Roxanne Shante Jamad Mays as Big Daddy Kane Chelsea Watts as Cocktail Waitress Bill Dawes as Officer Oliver Mark Lotito as Jules Rifkind Ross DeGraw as Jerry Charlie Kevin as Ref Marcus Gladney Jr. as Isaiah Mekhi Jamari as Boy Cousin Tatum Marilyn Hall as Little Girl Cousin Jorge Blamo as High Guy Kam Dab as Young Man Dee Rogers as Young Haze Brian Muller as White Exec Mary E. Hodges as Shotgun's Aunt Therell Spires as Young Shotgun Michael Aurelio as Tom Silverman John Cramer as White Ref