Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Traylor Howard Natalie Teeger Actor Jason Gray-Stanford Lt. Randall Disher Actor Melora Hardin Trudy Monk Guest Star Casper Van Dien Lt. Steven Albright Guest Star Craig T. Nelson Ana Teresa Sosa Guest Star DB Woodside Dr. Matthew Shuler Guest Star Emmy Clarke Julie Teeger Guest Star Ed Begley Jr. Dr. Malcolm Nash Guest Star John Edward Lee Joe Kazarinsky Guest Star Mary Beth Evans Mrs. Rickover Guest Star Shelly Cole Mrs. Rickover Guest Star Héctor Elizondo Dr. Neven Bell Guest Star Ana Teresa Sosa Housekeeper Guest Star Randy Zisk Director Andy Breckman Writer