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 Héctor Elizondo Dr. Neven Bell Guest Star Amy Aquino Rhonda Guest Star Brad Grunberg Augie Wellman Guest Star Joelle Carter Barbara O'Keefe Guest Star Alex Castillo Pool Cleaner Guest Star Jessica McCabe Teenage Cashier Guest Star Karl Makinen Xavier Danko Guest Star Mike Rock Lt. Dylan Guest Star Anton Cropper Director Joe Ventura Writer