Guest Stars Rashad Edwards as Jim / Mail Room Clerk Wendell B. Franklin as Ian Lawrence Drew Gehling as Bartender David Call as Drew Lovatto Christine Lahti as Andrea Stevens Rob Reiner as Judge Josh Brickner Isabella Farrell as Melanie Clark Cindy Cheung as Lori Ackerman Sullivan Jones as Blake Masters Jeb Brown as Chester Ato Blankson-Wood as Associate Lawyer Quentin Mare as Tech Client Co Starring Nana Mensah as Kristen Tucker Des Lauriers as Couple #1 (Male) Curran Connor as Elvis Halliday Charlie Pollock as Det. Gifford Tom Titone as Real Estate Client