Mervin Monroe - Artie Ziff

Artie Ziff is a former classmate of Marge who becomes an Internet millionaire. He is voiced by Jon Lovitz in all appearances, except for season four's "The Front", where he was voiced by Dan Castellaneta. In "The Ziff Who Came to Dinner", where after he loses his bankrupt company to Homer, Homer is taken away by the United States Securities and Exchange Commission for bankrupting the company, although Artie confesses in the end and goes to jail instead. Strongly disliked by Marge since their experience at the senior prom when he attempts to grope her, he eventually comes to terms with the fact that his personality, not his religion (Judaism), is the reason he is disliked.

In Treehouse of Horror XXIII, when Bart travels to 1974 with Professor Frink's time machine to buy a Radioactive Man Comic Book for 25 cents, he also tells Marge, who by then is in high school, not to marry Homer. So after returning to 2012, Marge and Artie are married, with Bart being their son, and Nelson Muntz being Bart's butler and personal punching bag. However, a mass army of Homers then come and attack Artie. Even though they lose, Marge leaves Artie as she's feeling pity for the Homers.

Animator David Silverman based Ziff's appearance and body language on a former high school classmate.

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