Guest Stars Greg Germann as James Ulster Sara Antonio as Gina Ormewood Charlie Besso as Joey C. Thomas Howell as Warden Sturgill Hardly Co Starring Cora Lu Tran as Nico Chapel Oaks as Crystal Owen Trumbly as Max Ormewood Isaac Dodds as 12-Year-Old Will Trent Christina Wren as Caroline Raiany Silva voices Spanish Tape Lady Mickey Cole Jr. as Miles Highsmith Keith Flippen as Jack Richards Alan Wells as Coleman Walsh Paul Franchak as GBI Agent Steven Lane as Ringo Jennifer Yun as Checkpoint Guard Glenn Magee as Ron Flashwood Tony Bravado as Trevis McNabb Kellen Boyle as Mackie Tracy Wiu as Edina Dominick Racano as Guard