Guest Stars Aasha Davis as Various Characters Bennie Arthur as Various Characters David Wain as Himself (Narrator) John Levenstein as Himself (Narrator) Ashley Barnhill as Herself (Narrator) Mary Elizabeth Ellis as Dorothy Fuldheim Echo Kellum as Lew Alcindor George Wallace as Bill Russell Sam Richardson as Jim Brown Lauren Sivan as Barbara Walters Ron Funches as Herbert Muhammad Gaius Charles as Muhammad Ali Aidan Sussman as Young Wayne Wheeler Samm Levine as Wayne Wheeler
