Bob Byington Jim Director, Actor, Screenwriter Justin Rice Harmony Actor Kevin Corrigan Carlos Actor Pat Healy Matt Actor Kristen Tucker Jessica Actor, Producer Alex Karpovsky Mean Man Mike Actor Allison Latta Natasha Actor Nick Offerman Meter Maid Man Actor Suzy Nakamura Doctor Actor John Gatins Homeless Tom Actor Bill Wise Meter Maid Subordinate Actor Steve Uzzell Gordon Actor Stuart Bohart Executive Producer Anish Savjani Executive Producer Jim Eastburn Cinematographer Jacob Vaughan Film Editing Frank V. Ross Film Editing Yvonne Boudreaux Production Design Kim H. Ngo Costume Design