Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Traylor Howard Natalie Teeger Actor Jason Gray-Stanford Lt. Randall Disher Actor Scott Glenn Sheriff Rollins Guest Star Ray Porter Dale 'The Whale' Biederbeck Guest Star Jose Pablo Cantillo Carlos Guest Star Danny Mora Larry Guest Star Melora Hardin Trudy Monk Guest Star Courtney Gains Six Fingered Man Guest Star Tom Kiesche Mover Guest Star Diego DiGiovanni Italian State Trooper Guest Star Dink O'Neal Car Owner Guest Star Horacio Galaviz Carwash Worker Guest Star Jessica Steinbaum Kathy Guest Star Randy Zisk Director Hy Conrad Writer Daniel Dratch Writer