Eric Christian Olsen as Lornie Kuhle, a younger tennis pro and friend of Bobby Riggs, who becomes his advisor. Lewis Pullman as Larry Riggs, Bobby and Priscilla’s son. Jessica McNamee as Margaret Court Martha MacIsaac as Jane Bartkowicz Mickey Sumner as Valerie Ziegenfuss Lauren Klein as Nancy Richey Ashley Weinhold as Kristy Pigeon Fidan Manashirova as Judy Tegart-Dalton Kaitlyn Christian as Kerry Melville Bridley Elliott as Julie Heldman Wallace Langham as Henry Mark Harelik as Hank Greenberg Fred Armisen as Rheo Blair Chris Parnell as DJ John C. McGinley as Herb Tom Kenny as Bob Sanders