Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Traylor Howard Natalie Teeger Actor Jason Gray-Stanford Lt. Randall Disher Actor Emmy Clarke Julie Teeger Actor Jay Acovone Ray Galardi Guest Star Matt Champagne Steve Marriot Guest Star Larry Miller Garrett Price Guest Star Nina Alexander First Pretty Girl Guest Star Steven Williams Sgt. Parnell Guest Star Keith D. Robinson Sgt. 2 Guest Star Diane Delano Krystal the Trucker Guest Star Todd Eric Andrews EMS Paramedic Guest Star Scott Mitchell Nelson Real Paramedic Guest Star Fieldy Himself Guest Star Jerry Levine Director Tom Scharpling Writer Joe Toplyn Writer