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Wikisimpsons - The Simpsons Wiki
Artwork of Leopold from The Simpsons: Tapped Out
Character Information
Male ♂
Hair: Black (balding)
Occupation: Assistant superintendent
First appearance: "Sweet Seymour Skinner's Baadasssss Song"
Voiced by: Dan Castellaneta

Leopold is Gary Chalmers' assistant superintendent. He is a large, surly, snarling man.


When Principal Skinner had to be temporarily replaced, Leopold was sent to tell the children who Skinner's replacement would be. He stomped into the school's gymnasium, issued several threats, and terrified the children, making them think that he would be the replacement. He then completely changed his attitude and politely introduced the actual substitute, Ned Flanders. At this revelation, the children collectively sighed with relief.[1]

He later introduced Marge Simpson in a similar fashion when she became a substitute teacher after all the regular teachers went on strike.[2]

He took part in the world's tallest human pyramid record attempt.


Donut Homer.png The contents of this article or section are considered to be non-canon and therefore may not have actually happened or existed.

The Simpsons: Tapped Out[edit]

This section is transcluded from The Simpsons: Tapped Out characters/School Workers. To edit it, please edit the transcluded page.
Image Cost Unlock method Unlock message Yearbook
Leopold.png Donut Tapped Out.png125 Rommelwood Academy, Bart Royale and When the Bough Breaks
Premium, Enriched Learning Center
Leopold Unlock.png Character is available via the Yearbook Mystery Box
Donut Tapped Out.png30
Shattered Token.png1 Splash and Burn, Tragic Magic and Mirror Mayhem
Shattered Dreams Mystery Box, Enriched Learning Center (after event completion)

Behind the Laughter[edit]

  • He is one of the few characters on The Simpsons to have eyebrows.
  • A similar gag was used in "Mayored to the Mob" when Leavelle starts berating his students, and makes it seem as though his students are going to fail his academy, he then suddenly tells them that they've graduated from his class.