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 Wade Boggs as Himself Ken Luckey as Israel "Izzy" Jackson Matt Kaminsky as Neil Stillman Co Starring Chelsey Reist as Trashy Girl Alycia Purrott as Rodriguez's Wife Dan Willmott as Play by Play Announcer Tanja Dixon-Warren as Security Cheryl Arleo Dordar as Ricky Fletcher Aga Postawska as Hot Local 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