Guest Stars Michael Chiklis as Red Auerbach LisaGay Hamilton as Christine Johnson Rickey Eugene Brown as Quincy Johnson Darone Okolie as Larry Johnson Andy Hirsch as David Stern Rachel Hilson as Cindy Day Donnell Rawlings as Mr. Earl Lola Kirke as Karen Bua West Eddie Pepitone as Mr. Melvin Earthquake as Mr. Leroy Carter Redwood as Brian Lucy Walters as Beverly Co Starring Nell Sherman as Maude David Purdham as Larry O'Brien Annelisha Dixon as Yvonne Johnson Robyn S. Clark as Edna Ken Meseroll as NBA Owner John Black as Scout Jonnathon Cripple as Scout Jayne Entwistle as Mary Lou Lieblich Albert Malafronte as NBA Owner Jim Hanna as NBA Owner Patrick W. Day as Owner Kiara Muhammad as Evelyn Johnson Troy Vincent as Owner Nancy Lantis as Gail Caryn Mower as Cecile West Aaron Phifer as Workman Mike D as Chasen's Pianist Martin Harris as Inglewood Officer Earnest Marshall as Barron Dimitri Dimitrov as Maître d' Sofiya Alexandra as Mrs. Shapiro Harlan Paulson as Owner Gary Vitti as Scout Shayla Lauren Hilton as Maria Brian Kavanaugh as Inglewood Officer Vaughn Page as Workman Jamald Gardner as Pastor Greene Robert Middleton as Owner Tate Birchmore as Young Jerry West Darren Richardson as Chasen's Waiter Jeff Lewis as Arnie Ezra Buzzington as Howard West