Special Guest Stars Charles Grodin as Brett Forrester Guest Stars Raúl Esparza as Rafael Barba Elizabeth Marvel as Counselor Rita Calhoun Marissa Matrone as Judge Maria Ana DeFeceo Brooke Hoover as Toni Apriel Starkweather as Young Woman Anthony Rapp as Nathan Elliott Gould as Walter Tompkins Jeremy Bobb as Vincent Moran Buck Henry as Morton Frank Wood as Andrew Lennox Tijuana Ricks as Principal Brian Faherty as Frank Alvin Epstein as Harold Lassiter Jayce Bartok as Eli Fromson Robert Sella as Tompkins Former Student Karen Shallo as Rose Matthews Mason Pettit as Curt Marc Webster as Damon Uncredited Steve Zirnkilton voices Opening Narration