Casting : Frank Whaley (John McDowell) Robert Lupone (Marc Branson) JK Simmons (Dr. Emil Skoda) Josh Radnor (Robert Kitson) Jennifer Bassey (Patricia Conley) George Guidall (Kenneth Conley) Ray Boknour (Craig Gerring) Sarah Knowlton (Jasmine Kosovich) Yaani King (Monique Thomas) Frank Lewallen (Virgil Rice) Megan Byrne (Myra Kamp) Tracy Thorne (Abby Williams) Charlotte Colavin (Judge Lisa Pongracic) Stephen McKinley Henderson (Trial Judge Marc Kramer) Hassan Iniko Johnson (Arnold) Delissa Reynolds (Ms. Thomas (Mother)) Will Osborne (Clarence McBride) Kevin Kane, Jr. (Matt Preminger) Liza Colon-Zayas (Sherry Velez) Jackye Roberts (Principal) Teddy Coluca (Frank) Miguel Sierra (Miguel) Pell James (Chloe) Mike Figueroa (Andre Suarez) Pete Simpson (CSU Technician) Sean Owens (Uniform Cop) Larry S. Gregory (Uniform Cop #2)