Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Traylor Howard Natalie Teeger Actor Jason Gray-Stanford Lt. Randall Disher Actor Dan Castellaneta Tiny Werner Guest Star Eve Gordon Madge Guest Star Cathy Cahlin Ryan Gloria Morales Guest Star Jonathan Chase Living Statue Guest Star Bill Chott Leon Harrison Guest Star Tim Halligan Peter Crawley Guest Star Judith Drake Mrs. Van Decamp Guest Star Michael Patrick McGill First Patrolman Guest Star Abby Pivaronas Tiffany Preston Guest Star Amber Livingston First Customer Guest Star Elena Caruso Entering Customer Guest Star Michael W. Watkins Director Hy Conrad Writer