Trey Wilson

Det. Sgt. Max Greevey and his partner Det. Mike Logan are called to the scene where Councilman Halsey was robbed and his throat was slashed. Halsey is barely alive and is rushed to the hospital. While checking through Halsey's impounded car, Logan and Greevey find a lynx coat in the trunk. They track the coat to Kornbluth Furs where Nat Swersky nervously tells them the coat was for Tony Scalisi, and Scalisi works for Masucci, the mob kingpin. Greevey and Logan then venture down a dangerous path, eventually linking the politician to the murky world of organized crime.

Just 45 minutes away from his scheduled execution, death row inmate Ray Kaspo dies in his cell from a poisoned last meal. Monk is brought in to investigate, but turns down the case - until he receives a call from his old nemesis, Dale "The Whale" Biederbeck (Tim Curry), who is locked up in the same prison as the murdered Kaspo. It seems that Dale is a prime suspect in the murder, and he needs Monk to find the real killer in order to get the authorities off his back. In exchange for Monk's help, Dale promises to provide information relating to the death of Monk's wife, Trudy.