Mr. Monk Goes to Jail

S2, E16: 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.