Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Bitty Schram Sharona Fleming Actor Jason Gray-Stanford Lt. Randall Disher Actor Stanley Kamel Dr. Charles Kroger Guest Star Ed Marinaro Stewart Babcock Guest Star Lauren Tom Mrs. Ling Guest Star Deborah Zoe Lisa Babcock Guest Star Billy Gardell Ian Agnew Guest Star David Figlioli Tommy Zimm Guest Star Jimmy Shubert Frank Pulaski Guest Star Jerry Levine Kenny Shale Guest Star Chris Owen Trainee Guest Star David Stanford Uniform Cop Guest Star Justin Connor Theater Manager Guest Star J.D. Murray Theater Manager Guest Star Frank Potter Delivery Boy Guest Star Owen H.M. Smith Detective Guest Star Shea Broom Arlene Carney Guest Star Michael Angeli Writer Michael Zinberg Director Hy Conrad Writer