Just Shoot Me! (1997)

S05E14 The Auction

Jack is unimpressed with Finch's present of dog tags. Meanwhile, Nina arranges for Elliott to connect Jack with a "friend" for his charity auction, especially after he learns that Maya is already seeing someone. However, the "doctor" turns out to be an illiterate escort. As the auction unfolds, Finch, serving as the auctioneer, attempts to sabotage the event upon realizing that Jack discarded his gift.