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Artie Ziff was Marge Simpson's high school prom date and former billionaire.

Artie is very confident yet nerdy, self-centered and pretentious, believing himself to be the best at everything - he said that it "would damage the town" if Marge told people about his "busy hands", and once imagined a can-can chorus and audience made up entirely of himself. He is Jewish, and once commented that if people don't like him it's because they're Anti-Semitic. He holds a deep obsession over Marge, and has done so since high school: His appearances mainly revolve around his plans to seduce her away from Homer, with the exception of his final encounter with the Simpson family.

Artie was a student at Springfield High School. He was a member of the school Debate Team (where Homer mooned him for rebuttal), and at the end of the year took Marge to the prom. He ruined a wonderful evening with his "busy hands" in the back of his car, his urges resulting in the shoulder strap of Marge's dress being torn, followed by a slap to the face and a swift end to their date. He drove Marge home.

Many years later, Artie was revealed to have become a software billionaire, becoming the fifth richest man in the country. His wealth came from a device that transformed modem noise into easy listening music. Despite his riches, Artie's life was not complete: He lived alone, and the collection of Marge-resembling art around his mansion showed that he never got over Marge's rejecting him on prom night...