Guest Stars Brad Leland as Buddy Garrity Derek Phillips as Billy Riggins Cress Williams as Ornette Howard Gil McKinney as Derek Bishop Co Starring Timothy F. Crowley as Coach Crowley Stacey Oristano as Mindy Collette Aaron Spivey-Sorrells as Coach Spivey Russell DeGrazier as Coach Stan Traub Lamarcus Tinker as Dallas Tinker Merrilee McCommas as Pam Garrity Angela Rawna as Regina Little / Regina Howard Troy Hogan as Principal Levi Burnwell Patrick Massett as Willie Gault Joshua D. Moody as Moody Denise Williamson as Maura Will Harris as Harris Irec Hargrove as Lions Teammate Adam Joshua as Arrogant Student #2 Ariana Johnson as Sassy Girl #1 Gary Clark Jr. Band as Buddy's Bar Band Ryan Tillman as Lions Player #2 Jon Clinkenbeard as Arrogant Student #1 Tyler Corie as Jones Kay Salem as Ms. Rene Adriene Mishler as Cute Female Student Mona Lee Fultz as Professor Jennings