|Relationship||Unnamed Wife (married)|
|First Appearance||Take This Job and Squeeze It|
|Last Appearance||Bye Bye Nikki? Part 2|
Stuart's characterization was established in the first scene of the show. There, he walked over a target that three pre-teen boys were spitting onto, and had a glob of spit land squarely on top of his head. Upon realizing what had happened, he called for security, but the three boys merely ran off and presumably received no comeuppance for their acts.
His mistreatment is not always related to humiliation or injury, however. More often than not, Stuart Goldstein is merely ignored. Quite often this happens at the Big Squeeze, where Caitlin doesn't notice his presence, although he has been seen being ignored at other stores, including the Penalty Box and the Khaki Barn. Although this is usually due to inattentive shopkeepers, there has been at least one instance where it was his own fault; in "The Big Sickie," he mistook an obviously fake mannequin of Jude for the real thing and spent three to four hours trying to procure service from Stick It.
Stuart Goldstein bears a strong resemblance to Penalty Box Customer. Both of them share similar traits, as they are both nerdy, weak, bald, and have soft voices. In addition to this, both of them are often toyed with by the world they inhabit, and are treated poorly by life. There is a noticeable difference between them, however, as Stuart appears to be more successful (the Penalty Box Customer lives with his mother, while Stuart lives with what sounds like an overbearing wife) and is more prone to being ignored, while the Penalty Box Customer is more prone to being injured.
Mr. Goldstein's largest appearance came in "Deadbeat Poets Society." There, it was revealed he was the manager of the mall pharmacy when he hired Jonesy to work for him. In that episode, it was revealed that he has a pharmaceutical oath, which states that all customer information is confidential, and that he takes the oath very seriously. When he overhears Jonesy breaking the oath and telling his friends all about Charlie Dobbs' suspicious purchases, Stuart Goldstein fires him on the spot.
- It is revealed that he is married in a scene where he uses a pay phone to call his wife in "A Ding from Down Under."
- It is also revealed that he has a six-year-old daughter in "The Journal."
- Stuart Goldstein is seen in Nikki's farewell video waving goodbye alongside the Penalty Box Customer and Pokey the Panda in "Bye Bye Nikki? Part 2."