‘Mr. Monk Goes to Jail’
Season 2, Episode 16 - Aired March 5, 2004
After a death-row inmate is fatally poisoned hours before his execution, Dale the Whale asks Monk to solve the mystery in exchange for information about Trudy's death. [Guest stars: Kathy Baker, Danny Trejo, Tim Curry]
Quote from Adrian Monk
Adrian Monk: One second. I'm missing a sock here.
Spyder Rudner: All right, Adolf. Let him go.
Nazi Inmate #1: It's not about you, Spyder.
Spyder Rudner: This guy's a friend of mine.
Nazi Inmate #1: He's a cop!
Spyder Rudner: Ah, so I've heard. Let him go.
Nazi Inmate #1: You'd side with a cop over us?
Spyder Rudner: I'd side with a cucaracha over you.
Quote from Adrian Monk
Adrian Monk: Spyder, you saved my life.
Spyder Rudner: I come up for parole in 50 years. If you're still around, why don't you come around and tell the board all about it?
Adrian Monk: I'll do that.