Special Guest Stars Dulé Hill as Larry Seifert Guest Stars Carl McDowell as TTD Richard Schiff as Bret Anderson Robert Wisdom as Dennis Tiffany Jeneen as Virginia Emayatzy E. Corinealdi as Candace Brewer Brittany S. Hall as Amber Kelley Jay Glazer as Himself Kris D. Lofton as Kisan Teague Peter Berg as Dolphins Coach Lucas Neff as Dave Mark Sivertsen as Mark Cowler Co Starring Mark Schlereth as Himself Elijah Isaiah Cook as Ray Aaron Andre Frazier as Cliff Tim Brown as Himself Joe Piccuirro as Monty Sue Ann Pien as Receptionist