Guest Stars Brad Leland as Buddy Garrity Dana Wheeler-Nicholson as Angela Collette D.W. Moffett as Joe McCoy Jeremy Sumpter as Joe Doyle "J.D." McCoy Janine Turner as Katie McCoy Co Starring Derek Phillips as Billy Riggins Timothy F. Crowley as Coach Crowley David Cowgill as Slammin' Sammy Meade Drew Waters as Wade Aikmen Anthony Solomon as Charles White Preston Flagg as Daryl Stephanie Hunt as Devin Corrigan / Devin Boland Caleb Jones as Jimmy Adler Whitney Hoy as Madison Balman Billy Schott as Referee Mark Dalton as Skeevy Cowboy Jordan Strassner as Rachel Craig Kotfas as Al Susan Roberts as Judge Andrew Sensenig as Russell Flaherty