Season 2, Episode 16
When a man who was scheduled to be executed is killed before his execution. Monk goes to the prison to help. However, Monk is so turned off by how filthy the prison is and upon hearing that he would have been dead anyway tries to leave. But Dale "The Whale" Biderbeck whose murder plot Monk solved, who is also in the same prison calls him and tells him that he is a suspect but Monk knows that the motive that he is suspected of is not motive enough for him to kill. So he asks Monk to solve the case in exchange for giving Monk information on his wife's murder.