Guest Stars Brad Leland as Buddy Garrity Scott Porter as Jason Street Dana Wheeler-Nicholson as Angela Collette Kevin Rankin as Herc D.W. Moffett as Joe McCoy Jeremy Sumpter as Joe Doyle "J.D." McCoy Janine Turner as Katie McCoy Zach Roerig as Cash Waller Co Starring Derek Phillips as Billy Riggins Blue Deckert as Mac McGill Louanne Stephens as Lorraine Saracen David Cowgill as Slammin' Sammy Meade Stacey Oristano as Mindy Collette Anthony Solomon as Charles White Preston Flagg as Daryl Sinqua Walls as Jamarcus Hall Stephanie Hunt as Devin Corrigan / Devin Boland Caleb Jones as Jimmy Adler Tamara Jolaine as Erin Brent McGregor as Kurt Kaster Chloe Evans as Jolene Lisa Marie Newmyer as Ali Darcy Wyatt Wilson Ellis as Bass Player #1 Conner C. Hanson as Bass Player #2