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 Clay St. Thomas as Flash Back Play by Play Announcer Dan Willmott as Play by Play Announcer Ivan Wanis-Ruiz as Rodriguez Arleo Dordar as Ricky Fletcher Tanja Dixon-Warren as Security Cheryl J.J. Makaro as Grady Barrett Clay Virtue as Third Baseman Panos Bilalakis as Rogue Crowd Member Marc Noble as Colt / Second Baseman Aga Postawska as Hot Local