Guest Stars Skyler Gisondo as Young Shawn Kurt Fuller as Dr. Woodrow Juniper "Woody" Strode Michael Trucco as Cal Eason Danny Glover as Mel Hornsby Ken Luckey as Israel "Izzy" Jackson Matt Kaminsky as Neil Stillman Wade Boggs as Himself Co Starring Alycia Purrott as Rodriguez's Wife Chelsey Reist as Trashy Girl Dan Willmott as Play by Play Announcer Arleo Dordar as Ricky Fletcher Tanja Dixon-Warren as Security Cheryl Clay St. Thomas as Flash Back Play by Play Announcer J.J. Makaro as Grady Barrett Ivan Wanis-Ruiz as Rodriguez Clay Virtue as Third Baseman Panos Bilalakis as Rogue Crowd Member Marc Noble as Colt / Second Baseman Aga Postawska as Hot Local