Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Traylor Howard Natalie Teeger Actor Jason Gray-Stanford Lt. Randall Disher Actor Jason Alexander Marty Eels Guest Star Dana Ivey Mrs. Eels Guest Star Alan Wilder Harold Gumbal Guest Star Emmy Clarke Julie Teeger Guest Star Stanley Kamel Dr. Charles Kroger Guest Star Rossif Sutherland Vic Blanchard Guest Star Rey Gallegos Eddie Dial Guest Star Jerry Kernion Security Guard Guest Star Kasi Brown Reporter Guest Star Rob Swanson Uniform Cop Guest Star Tom Ohmer Second Uniform Cop Guest Star Eric Laneuville Director Hy Conrad Writer