Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Bitty Schram Sharona Fleming Actor Jason Gray-Stanford Lt. Randall Disher Actor Pat Crawford Brown Nana Parlo Guest Star Currie Graham Harold Maloney Guest Star Eden Rountree Carol Maloney Guest Star Rachel Dratch Julie Parlo Guest Star Michael Shalhoub Ron Abrash Guest Star Larry Hankin Bearded Man Guest Star Jenni Pulos Sascha Gordon Guest Star Christina Huntington Edie Rusher Guest Star Hugh Dane Sgt. Lane Guest Star Hira Ambrosino TV Reporter Guest Star David Stanford Uniform Cop Guest Star Gloria Hazlewood Librarian Guest Star John Karl Wilson Phone Technician Guest Star Scott Nankivel Tom Burton Guest Star Joe Toplyn Writer Tony Bill Director Hy Conrad Writer