Originally Posted by getbak
Well, that counts out any of Harry Shearer's characters (Skinner, Kent Brockman, Mr. Burns, Smithers, Ned, Reverend Lovejoy, Dr. Hibbert, Lenny, Otto, etc).
Azaria and Castellaneta have both won Emmys for "Various Characters". The Emmy wins for a specific named character were: Homer, Marge, Bart, Lisa, Rabbi Krustofski, Mrs Krabappel, Apu, Sideshow Bob, and Princess Penelope.
Assuming it's one of the specific characters that won an Emmy, it won't be one of the main Simpsons, and Princess Penelope was a one episode character. That leaves: Krusty's dad, Mrs Krabappel, Apu, and Sideshow Bob.
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