Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Traylor Howard Natalie Teeger Actor Jason Gray-Stanford Lt. Randall Disher Actor Tim Bagley Harold Krenshaw Guest Star Nick Offerman Jack Whitman Guest Star Sue Cremin Reporter Guest Star Neil Giuntoli First Attendant Guest Star Emmy Clarke Julie Teeger Guest Star Christopher May Second Attendant Guest Star Stanley Kamel Dr. Charles Kroger Guest Star Nancy Daly Mrs. Giddons Guest Star John Maynard Repairman Guest Star Bru Muller Ellis Guest Star Sally Ann Brooks Mrs. Bloom Guest Star Allison Liddi-Brown Director Nell Scovell Writer