Special Guest Stars Monica Raymund as Gabriela Dawson Monica Barbaro as Assistant State's Attorney Anna Valdez Philip Winchester as Assistant State's Attorney Peter Stone Guest Stars Kevin Kane as Officer Mike Sorensen Jeremy Ratchford as Jim Radovick Warner Miller as Amir Dafallah Gus Halper as Oliver Tuxhorn Paul Anthony Stewart as Dominick Cooke Co Starring Eric Lynch as Officer Dichter Todd Courson as Kirby Paul Perroni as Ken Amis Chris Froseth as Leo Tuxhorn Chelsea Morgan as Sloane Tuxhorn Ramissa Ma'at as Lila Bolad Arif Yampolsky as Chris Baron Luisa Blanco as Young Woman