Guest Stars Aasha Davis as Various Characters Michael Coleman as Various Characters Mort Burke as Various Characters Maria Blasucci as Various Characters J.T. Palmer as Various Characters Bennie Arthur as Various Characters Greg Tuculescu as Various Characters Craig Cackowski as Various Characters Katie Nolan as Herself (Narrator) Anais Fairweather as Herself (Narrator) Carl Tart as Himself (Narrator) Jon Gabrus as Himself (Narrator) Rachel Bilson as Helen Callaghan Steven Weber as Philip K. Wrigley Vanessa Hudgens as Marge Callaghan Gaius Charles as Moses Fleetwood Walker Jake Johnson as Chick Gandil Eric Edelstein as Shoeless Joe Jackson Megan Cavanagh as Penny Marshall Steve Berg as Eddie Cicotte Uncredited Jonesy as Happy Felsch