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