John Bellucci

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.

Tension mounts within the precinct when Sipowicz and Simone investigate a policeman who witnessed-and may have been involved in-a double homicide. Kirkendall and Medavoy investigate the death of a model who appeared in a fetish video.

Jack is distraught and defensive when Chet Collins (recurring guest star Charles S. Dutton), whose son has been missing for 6 years, decides to search for him on his own because he thinks Jack has given up hope of finding him. Feeling guilty over his failure to recover Collins' son, who was 2 years old when he disappeared, Jack kept the case active despite fearing the worst. However, after Collins comes in with another clue, Malone becomes angry and tells him that the case will never be solved. The team gets involved when Malone fears that Collins will do something desperate to finally get his child back.

Jack and the team search for a boxer, Dante Jones (Davis Henry), who vanishes before a much anticipated fight at New York's Madison Square Garden. Jones' boxing career was better than ever when he disappeared before the big match. The squad learns that Jones' brother, Andre (Dwayne L. Barnes), may have illegally pre-arranged the outcome of the fight in order to recoup his gambling debts. When Andre is found murdered, Jack and the others seek information from those who would benefit if the fight were actually staged. But Andre's autopsy reveals surprising information that could implicate the missing boxer himself.

A documentary crew records the attorneys as they fight to win a stay of execution for a man convicted of murdering a young girl.