History Characters / TheSimpsonsOneTimeCharactersSeasons1To10

->'''Voiced by:''' Sab Shimono

* {{Expy}}: Frank is based on Michael Douglas' character Bill Foster from ''Film/FallingDown''. They both wear glasses, white shirt, black tie, black pants. They both even have the same haircut.

* {{Acrofatic}}: Big Daddy rather handily escapes from the parade while being chased by Wiggum and Skinner.
* AffablyEvil: He may have kidnapped Ralph but he was nice enough to take him to "Mardi Gras" and buy him an ice cream.

* ScaryBlackMan: So scary Krusty doesn't dare abuse him with pies to the face and other such pranks like he does to Sideshows Bob and Mel. That said, he apparently got on well enough with Krusty to attend his funeral

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* AudienceSurrogate: The creators’ intention of creating him in the first place.

* InSeriesNickname: "Grimey".

-->'''Skinner:''' He's gradually getting away, Chief.
-->'''Wiggum:''' Ah, let him go. I have the feeling we'll meet again, each and every week. Always in more sexy and exciting ways.

-->'''Lisa:''' I thought you were just a marketing gimmick.
-->'''Señor Ding-Dong:''' There was a time when that was true, but now, I am so much more.

->'''Voiced by:''' Creator/JonLovitz (Creator/DanCastellaneta in "The Front")
->'''Debut:''' "[[Recap/TheSimpsonsS2E12TheWayWeWas The Way We Was]]"

---> Homer, I will give you 1 million dollars to let me spend a weekend alone with your wife.

* RichesToRags: In "The Ziff Who Came to Dinner", he reveals that he ran his company, Ziffcorp, into the ground spending investors’ money on such extravagant items such as marble toothbrushes and solid gold underpants. He was left penniless when the "dot-com bubble" burst, and secretly moved in the Simpsons attic to avoid capture.

->'''Voiced by:''' Creator/HankAzaria
->'''Debut:''' "[[Recap/TheSimpsonsS3E2MrLisaGoesToWashington Mr. Lisa Goes to Washington]]"

->'''Voiced by:''' Creator/JonLovitz (Creator/DanCastellaneta in "Homer at the Bat")
->'''Debut:''' "[[Recap/TheSimpsonsS3E5HomerDefined Homer Defined]]"

->'''Voiced by:''' Jo Ann Harris
->'''Debut:''' "[[Recap/TheSimpsonsS3E10FlamingMoes Flaming Moe's]]"

->'''Voiced by:''' Creator/BeverlyDAngelo (Doris Grau in "Marge vs. The Monorail")
->'''Debut:''' "[[Recap/TheSimpsonsS3E20ColonelHomer Colonel Homer]]"

->'''Voiced by:''' Kimmy Robertson
->'''Debut:''' "[[Recap/TheSimpsonsS3E23BartsFriendFallsInLove Bart's Friend Falls in Love]]"

->'''Voiced by:''' Creator/HarryShearer
->'''Debut:''' "Bart's Friend Falls in Love"

->'''Voiced by:''' Creator/HarryShearer
->'''Debut:''' "[[Recap/TheSimpsonsS4E1KampKrusty Kamp Krusty]]"

->'''Voiced by:''' Creator/JonLovitz
->'''Debut:''' "[[Recap/TheSimpsonsS4E2AStreetcarNamedMarge A Streetcar Named Marge]]"

->'''Voiced by:''' Creator/SaraGilbert
->'''Debut:''' "[[Recap/TheSimpsonsS4E8NewKidOnTheBlock New Kid on the Block]]"

->'''Voiced by:''' Creator/PhilHartman
->'''Debut:''' "[[Recap/TheSimpsonsS4E12MargeVsTheMonorail Marge vs. the Monorail]]"

->'''Voiced by:''' Michael Carrington
->'''Debut:''' "[[Recap/TheSimpsonsS4E15ILoveLisa I Love Lisa]]"

-->'''Molloy''': While I may have stolen all of your treasured possessions, rest assured, your town has stolen my heart. ''(All of the citizens of Springfield go "aww" at that and say that they should let him go)''

-->'''Defense Attorney''': You certainly would never lose your temper over something as trivial as the pronunciation of the word "chowder".
-->'''Freddy''': That's "chowdah!" "Chowdah!" I'll kill you! I'll kill all of you! [[ThereIsNoKillLikeOverkill Especially those of you on the jury!]]
-->'''Defense Attorney''': [[{{Understatement}} Wow, that didn't go well.]] The defense rests.

->'''Debut:''' "[[Recap/TheSimpsons8E14TheItchyAndScratchyAndPoochieShow The Itchy & Scratchy & Poochie Show]]"

* {{Foil}}: To Frank Grimes from "Homer's Enemy". Both try to warn Springfield about what an incompetent buffoon Homer is but, when Ray's plans fail, he maintains his sanity and simply tells Springfield off before leaving them behind.
* GuiltByAssociation: Homer's vendetta with Patterson stems from two of his thuggish employees skipping his yard on duty and then [[DisproportionateRetribution attacking him and cutting off their services after he complains]]. While this was poor choice of staff on Patterson's side, rather than simply protest about the incident, Homer being Homer, decides to pick a fight with the guy in charge.

Leon is a mental patient who thinks that he is Michael Jackson.

->'''Voiced by: Creator/HankAzaria and Maggie Roswell

* GutturalGrowler: He has an extremely deep voice.

* GutturalGrowler: He has Lawrence Tierney's famous gravelly voice.

* {{Jerkass}}: An arrogant, self-absorbed, and greedy jerkass who was first depicted as a popular and charismatic high school upperclassman that turned into an animal of a horndog trying to get it on with Marge post-prom.

* KnightOfCerebus: Downplayed. Though they're still comedic {{Jerkass}}es, they're the first villains in the series whose actions are played seriously. They treat Bart like a slave and could have killed him by giving him antifreeze-laced wine. Their reappearances usually amp up their goofiness, though make their motives even crueller, like trying to ''murder'' Bart or other Simpson family members.

->'''Voiced by:''' Music/MichaelJackson (credited as John Jay Smith), Kip Lennon (singing)[[spoiler:, Hank Azaria (normal voice)]].

* TheBusCameBack: Leon makes an appearance in ''Mr. Lisa's Opus'', 26 years after his debut, once again singing a happy birthday song to Lisa.
** If one counts the Bongo Comics as canon, he also reappeared in 1997's issue 31, playing Fallout Boy to Homer's Radioactive Man (Homer took a blow to the head and believed he was the real Radioacitve Man, Leon played along for fun).

* DadTheVeteran: The one who probably gave his trenchcoat to her. Laura was also said to have been strictly disciplined as a child, as he held the once held rank of Corporal and presumably moved on up as seen on the rank on her trenchcoat.

* AllThereInTheManual: Various media like trading cards and books reveal more of his background. His birth name was either [[DependingOnTheWriter Steve Johnson or Russell Mason]] before he changed it to Raheem Banjoko, he attended Juilliard on an "angry poetry" scholarship, quit Krusty's show after one episode, had a successful career doing both live-action performances and animation voicework, and even authored the self-help book ''Don't Get Mad, Get In The Moment: An Actor's Guide To Anger Management."

** As a LivingProp, she often engages in the juveline antics of the other kids at Springfield Elementary. Case in point, singing the fart song in "[[Recap/TheSimpsonsS18E1TheMookTheChefTheWifeAndHerHomer The Mook, the Chef, the Wife and Her Homer]]". Note that Lisa, who originally shared many similarities to her, does not partake in said song.

* NoCelebritiesWereHarmed: He was clearly modelled on Creator/HughGrant.

->'''Voiced by:''' Creator/WinonaRyder ("Lisa's Rival"), Pamela Hayden (subsequent appearances)

->'''Voiced by:''' Pamela Hayden

->'''Voiced by:''' Pamela Hayden

->'''Voiced by:''' Pamela Hayden

->'''Voiced by:''' Marcia Wallace

->'''Voiced by:''' Susan Blu

->'''Voiced by:''' Pamela Hayden

->'''Voiced by:''' Penny Marshall

-->'''Ms Botz:''' ''*traumatized*'' Please turn off the TV...

-->'''Molloy''': While I may have stolen all of your treasured possessions, rest assured, your town has stolen my heart. (All of the citizens of Springfield go "aww" at that and say that they should let him go).

%%* TheCameo: In "Sky Police".

* IdiotBall: He leaves his childishly drawn plans lying around in his office, where anyone could read them, which he even acknowledges is a stupid move.

%%* WhiteCollarCrime

* NeverMyFault: Sure, he's absolutely right that [[JerkassHasAPoint his horrible life]] has disproportionately punished him compared to lazy slackers like Homer. However, his tendency to [[ItsAllAboutMe martyrize himself]] and his obsession with humiliating Homer over bettering himself leads to him finally snapping.

* {{Jerkass}}: He has every right to be pissed about Bart's shoplifting, (attempt to) notify his parents, and ban him from the store... but when Bart and his family come back to get their picture taken, Brodka could have at least waited until their picture was done before he chastises the boy again. But he doesn't, and the picture shows a husky arm grabbing Bart.

* {{Catchphrase}}: "Radical", much to Milhouse's anger, since he insists it's ''his'' catchphrase.