Guest Stars Gillian Jacobs as Chris Riley LisaGay Hamilton as Christine Johnson Rickey Eugene Brown as Quincy Johnson Darone Okolie as Larry Johnson Ta'Nika Gibson as Debbie Allen Rory Cochrane as Jerry Tarkanian Lola Kirke as Karen Bua West Danny Burstein as Vic Weiss Co Starring Nell Sherman as Maude Rodney Barnes as Maurice Cayden K. Williams as 8-Year-Old Earvin Robyn S. Clark as Edna Annelisha Dixon as Yvonne Johnson Ian Boyd as Leon Riley Jonnathon Cripple as Scout John Black as Scout Jayne Entwistle as Mary Lou Lieblich Terence Davis as Adrian Dantley Kiara Muhammad as Evelyn Johnson Meggie Anne Cherilus as Party Girl Gina Torrecilla as Rose Weiss Melissa Bickerton as Lois Tarkanian Nancy Lantis as Gail Jacob Liszt as Young Patrick Riley Sheaun McKinney as Zastro Savana Johnson as Zastro's Girl G. Maximilian Zarou as Doorman Vincent Lionetti as Anthony Spilotro Andre North as Intimidating Doorman Zach Andrews as Recruit Wendy Wei Lee as Zastro's Girl Matt Jayson as Waiter Emma Fassler as Therapy Patient Joel Wiersema as Publicist Kareem Ferguson as Clarence Kennedy Zimet as MSU Roommate