Main cast; Adrian Monk: Tony Shalhoub: Sharona Fleming: Bitty Schram Bitty Schram: Natalie Teeger Traylor Howard: Lt. Randy Disher: Jason Gray-Stanford: Captain Leland Stottlemeyer: Ted Levine: Family and friends; Dr. Charles Kroger: Stanley Kamel Stanley Kamel: Benjy Fleming: Kane Ritchotte Max Morrow: Kane Ritchotte Trudy Monk: Stellina Rusich: Melora Hardin: Melora Hardin