This is Dave Foley's first appearance as Stuart, a client of Will's who likes Jack.
Staff writer Kari Lizer once again reprises her uncredited role as Connie.
This episode was a 40-minute Super-Size episode.
Will often eats a Baskin-Robbins bobsled brownie sundae after a bad date.
While Will is talking to Mr. Lamar, they mention the scene from The Lord of the Rings - Return of the King where Éowyn kills the Witch-King. Will refers to Éowyn as being King Théoden's daughter but in fact she's his niece.
Karen: My ex-boyfriend used to have a place like this. Huh, I wonder whatever happened to Teddy Kaczynski? We lost touch, which is funny cause he was such a good letter writer.
Theodore John "Ted" Kaczynski, also known as the Unabomber, is infamous for his mail bombings from the late 70s to the early 90s. He is currently serving a life sentence behind bars.