- Debut: "Realty Bites"
Chronically unsuccessful salesman. Voiced by Dan Castellaneta.
- A Day in the Limelight: In the episodes "Kill Gil, Volumes I & II" and "Dogtown".
- Alliterative Name: Gil Gunderson.
- Ascended Extra: Ol' Gil was expected to be a One-Shot Character in "Realty Bites". However, Dan Castellaneta was reportedly so funny at that episode's table read, the writers wanted to keep bringing the character back.
- Attractive Bent-Gender: At least, he was to Moe in "Pray Anything".
- Born Unlucky: Gil has held many different jobs, all of which he eventually quits because something bad happens to him. For example, being shot in his first day as a bank security guard.
- Bungled Suicide: In "Tis the 15th Season", he is seen attempting to hang himself. Later on the episode, he is shown to be alive, albeit with a part of the noose still around his neck.
- Butt-Monkey: He always loses his jobs, either from getting fired due to his failures or quitting because of some horrific accident.
- Cosmic Plaything: His only reason to exist is to fail at everything he does.
- Expy: In his original appearances, he was a parody of Shelly "The Machine" Levene from Glengarry Glen Ross.
- New Job as the Plot Demands: The very point of the character Gil is to be perpetually dangling by a thread at his current job, whatever it may be one episode he is in real estate, another has him working at a shoe store, another is at a car lot, another has him selling (crappy) computers, and another has him as a department store Santa.
- Straw Loser: Say what you will about Moe or Comic Book Guy, but at least they have a steady income and a roof over their heads. Gil will never have the former, and he's lucky whenever he gets the latter. He really seems to be at the bottom of the social ladder nearly all the time.Gil: Oh, Ol' Gil's gonna collect big from insurance. I'll be eating food tonight!
- Suspiciously Similar Substitute: The writers choice to use him as a replacement for Lionel Hutz thanks to Phil Hartman's untimely death (his debut episode was the last to feature Hutz before Hartman's death).
- They Killed Kenny Again: He's been eaten alive by Homer's clones, crushed by a wall, shot to death during a bank robbery, had his eyes popped out of his sockets for cash, and still comes back for more misery.
- Thinking Out Loud: Pretty often he admonishes himself for doing something he thinks was dumb right in front of people that really shouldn't be hearing that (such as mentioning the Coleco computers rust easy in "Lisa Gets an 'A'" and going "why did you say that!?! Close the deal!". Principal Skinner and Lisa both look at him like he'd gone nuts). Other times he provides Too Much Information about how crappy his situation is by this method ("I'll be eating food tonight!" is not what one would expect to hear from someone who crashed his car and is on fire).
- Third-Person Person: Gil often refers to himself in the third person, particularly as "Ol' Gil".
- Throw the Dog a Bone: In "Pay Pal", while they're working at the grocery store, Shauna Chalmers kisses Gil to stop him from rambling on about one of his former jobs:Shauna: If I make out with you, will you shut up?Gil: Ah, give it a shot.
- Unexplained Recovery: Gil was apparently shot and killed in Season 19's "I Don't Wanna Know Why The Caged Bird Sings". He returns in later episodes with no explanation.
- Yank the Dog's Chain:
- The plot of "Kill Gil, Volumes I & II". The Simpsons let him stay in their house for one night when his kindness towards Lisa gets him fired from his job as a mall Santa, but he brings all his stuff in and makes it into an extended stay. He gets on the entire family's nerves, but Marge finds herself unable to kick him out because she can't say "no" to him. After an entire year, Gil finally moves to Scottsdale because he finally gets a job as a real estate agent that he had been waiting to get for a better part of the year. Marge still feels like she has to say "no" to him or she'll never grow out of the habit, so the family goes to Scottsdale to talk to him. There, they discover Gil is actually successful at this job with billboards with his face on them all over the town. But when Marge finally confronts Gil and shouts at him because of his being so annoying, Gil's co-workers lose all their respect for him for not standing up to her and thinks he's a loser just like them. Naturally, his boss sees this and fires him on the spot.
- In "I, (Annoyed Grunt)-bot", he crashes his car into a tree and is overjoyed about getting the insurance money because it will let him finally eat food for dinner. But then his car explodes.
- Debut: "New Kid on the Block"
A sea captain and businessman in Springfield. Voiced by Hank Azaria.
- Ambiguously Bi: In one episode he takes glee at being capable of taking a picture of Patty and Selma naked and in another he accepts being handed a handful of dirty magazines while saying that this will prevent his (all-male) crew from having sex with each other out of desperation (but they all look at him when he says this). It's pretty much stated that he becomes way too sex-starved for his own good with his long sea trips.
- Artificial Limbs: He has an artificial leg.
- The Drunken Sailor: Was drunk when he crashed a tanker full of oil on Baby Seal Beach in "Bart After Dark". He tries to bribe a reporter on camera to take the blame.
- Everyone Calls Him "Barkeep": Or rather, everyone calls him the Sea Captain. The episode "New Kid on the Block" is the only time in the series when he is referred to as Captain McAllister.
- Father Neptune: Supposedly. He looks the part and even has a Seadog Beard, but his sailing and boating skills are usually shown to be lacking. In "Bart's Girlfriend", he says he hates the sea and everything in it and turns the lighthouse light the other way just so he can watch ships crash for fun (even though lighthouse lights are supposed to spin around, not stay stationary). The "Father Neptune" gimmick could be an act, given that he owns a seaside restaurant ("The Frying Dutchman"). He does play Neptune/Poseidon during the retelling of The Odyssey.
- Glass Eye: He has at least one glass eye - though once he was seen tapping both of his eyes and saying he has "two glass eyes".
- New Job as the Plot Demands: Captain McAllister has held a lot of nautical jobs (despite not being a licensed captain), as well as owning and operating an all-you-can-eat seafood restaurant (the latter of which has been used more often in later episodes).
- Oral Fixation: He is always seen with a pipe in his mouth, which he rarely actually smokes.
- Talk Like a Pirate: Complete with copious use of "Yarrhh."
- Too Kinky to Torture: One of his lines in The Simpsons Game hints at this."It's true that the sea is a cruel mistress, but that kinda turns me on."
- Debut: "$pringfield (Or, How I Learned to Stop Worrying and Love Legalized Gambling)"
A wealthy businessman originally from Texasnote . Voiced by Dan Castellaneta.
- Catch-Phrase: Yeeeeahaw!
- Corrupt Corporate Executive: He once owned a logging company and once attempted to cut down Springfield's tallest Redwood tree, until his company was destroyed by the gigantic tree after it slid down a hill."Goldarn! I worked hard to ill-get those gains."
- Corrupt Hick: He has frequently been shown as doing anything for money, though does have a good side (he does love his gay son).
- Everyone Calls Him "Barkeep": Subverted. Rich Texan is his actual name. He even has a teenaged daughter named Paris Texan. (It helps that "Rich" as a name is short for "Richard".)
- Fat, Sweaty Southerner in a White Suit: He fits the "fat", "southerner", and "in a white (or, at least, light tan) suit" elements of the trope, though he isn't commonly shown to be sweaty or gluttonous. He is very rich and occasionally somewhat shady.
- Firing in the Air a Lot: His standard way to express his glee at whatever is going on... however in one episode Reality Ensues in a Noodle Incident that happened to him off-screen (one of his bullets hit a Texas Ranger when it came back down) and he was forced to switch to blanks (which he then says doesn't brings him as much joy when he does this). Appearances after that episode did cut down on his weapons usage, reckless or not.
- Guns Akimbo: He holds two guns at once.
- Hood Hornament: Rich Texan has a pair of horns on his giant Cadillac.
- Jerkass: Considering he ruined Lisa's entry in a contest and gave her a "Last Place" ribbon before Homer as "Pie Man" stopped him, Rich Texan qualifies. He even answers in one episode ("Lisa The Tree-Hugger") when Lisa asks him if he has no shame by saying he doesn't... and to make even more clear that it's Not Hyperbole, "NO SHAME" is then shown to be his car's Vanity License Plate.
- Pet the Dog:
- He thanks Marge on one occasion when she stops him, Mr. Burns, Moe and Snake from almost killing one another over some gold, and gives her a big hug before going to volunteer to build an orphanage.
- He dearly loves his gay grandson despite his otherwise crazy values.
- He also gave Homer his lucky hat ("I wore it the day Kennedy was shot, and it's always brought me luck!")
- Reckless Gun Usage: Richard always carries two revolvers, and he has a common habit of pulling them out and firing them into the air while yelling, "Yee-haw!" whenever he is happy or excited. He has been to jail at least once when one of his stray bullets hit a Texas Ranger and the police made him switch to blanks.
- Rich in Dollars, Poor in Sense: In one of the first episodes he appeared in, he was representing a group of oil tycoons who make foolish purchases. Some of their past "investments" included a stained-glass bathrobe, and the world's fattest racehorse.
- Strawman Political: Along with post-Flanderization Ned, he serves as the show's primary target for Take Thats directed at Republicans/conservatives.
- Debut: "The Itchy & Scratchy & Poochie Show"
Springfield's residential business link. Voiced by Tress MacNeille.
- Ascended Extra: The TV executive that appears in "The Itchy & Scratchy & Poochie Show" and "Girly Edition" behaves, sounds and looks (only with a different hair color) just like her, but she wasn't formally introduced and named until "They Saved Lisa's Brain". Though it's unclear whether the OmniTouch representative from "Make Room For Lisa", airing shortly before "They Saved Lisa's Brain", is also Naegle.
- The Alcoholic: Is seen in Alcoholics Anonymous on "Days of Wine and D'Oh-ses".
- Blond Republican Sex Kitten: In many episodes, though in "E Pluribus Wiggum", she is shown as a Democrat.
- Children Are a Waste: Lindsey, outraged at paying high damages for a particular riot that the youth have caused, formed an anti-youth group named SSCCATAGAPP (Singles, Seniors, Childless Couples And Teens And Gays Against Parasitic Parents), and lobbied to deprive Springfield of all child-friendly things.
- Corrupt Corporate Executive: She is a stereotypical upper management executive, and her ventures almost always promote the business buzzword synergy.
- Early Installment Character-Design Difference: In her early appeareances in "The Itchy & Scratchy & Poochie Show" and "Girly Edition" she's shown as a brunette with dark brown hair.
- Expy: She's similar to Charlotte Pickles from Rugrats as a workaholic female executive played by Tress MacNeille, although Lindsey's much less family-friendly.
- Foil: To Marge ("Occupation?" "...Hrrmmm... Homemaker.") Simpson. While Marge comes across quaint and out-of-date, even according to Groening himself, Naegle epitomizes everything wrong with the late eighties/early nineties businesswoman: androgynous hair, shoulderpads, a patronizing attitude and an utter disdain for children and families in general.
- Jerkass: Lindsey tends to flatly admit things that might be considered insensitive.
- New Job as the Plot Demands: Lindsey has popped up in several capacities, seemingly working at a different job every time she appears. Job titles have included the aforementioned network executive, as well as marketing researcher, financial planner (making a point that she wasnt a financial consultant), public relations consultant, venture capitalist, advertising executive, cell phone company exec. and executive with the Child Development Group.
- Noodle Incident: In the Season 13 episode "Blame It On Lisa", Lindsay Naegle reveals that she's a sexual predator, which is why she has a different job every episode. Just how did Lindsay Naegle become a sexual predator? Who was/were the victim(s)? Were minors involved? Was the news of her indictment as seen on "Alone Again, Natura-Diddly" connected with this?
- Punny Name: Her surname is likely a pun on "finagle", the definitions of which are to "obtain (something) by devious or dishonest means" and to "act in a devious or dishonest manner".
- Rich Bitch: More bitchy than rich but most of her jobs are well-paid ones, and she admits to having much disposable income due to being single and childless.
- Suspiciously Similar Substitute: The Omni Touch employee from "Make Room For Lisa" behaves like she does, but looks different. See Ascended Extra above; it apparently took the writers awhile to establish the Jerkass Female Businesswoman as an official character.
- Debut: "Reality Bites"
A go-getter in the imploding Springfield real-estate industry, the "number one on the west side". Voiced by Tress MacNeille.
- Asian Rudeness: She is very aggressive toward anyone whom she deems a threat to her business.
- Asian Speekee Engrish: She has a strong Asian accent even though she grew up in Springfield.
- Catch-Phrase: She's "number one on the west side".
- Flat Character: She has no personality besides her business work.
- Jerkass: Cookie went to Camp Land-A-Man with Marge when she was a child. Marge had arranged a date with Homer, but he didn't appear, so Marge went out of the camp. Cookie told everyone at the camp about it and that Marge was pregnant.
- Kissing Cousins: It's suggested in "Love is in the N2-O2-Ar-CO2-Ne-He-CH4" that she had or has a threesome with Professor Frink and her cousin Nookie.
- Rich Bitch: Appears to be as well-off as Lindsay Naegle, and is equally rude.
- Strong Family Resemblance: She has a cousin, Nookie, identical to her.
- Debut: "Principal Charming"
- The Alcoholic: "Drinking has ruined my life. I'm 31 years old!"
- Born Unlucky: The poor man has frighteningly bad luck in just about every aspect.
- Butt-Monkey: He's pretty much the Kenny McCormick of Springfield.
- The Chew Toy: An In-Universe example in "A Star Is Burns", considering Homer's reaction to his Amusing Injury.
- Cosmic Plaything: Arguably the unluckiest character in the entire series, making even Gil look fortunate by comparison.
- Crouching Moron, Hidden Badass:
- In "Hello Gutter, Hello Fadder", he is shown to be the king of the Mole Men, complete with an Earthquake Machine. This is also expanded upon in the comics.
- In "Walking Big & Tall", it's revealed that he was the Mayor of Springfield when he was younger, serving at least four terms and balancing the budget eight times.
- Early-Bird Cameo: An early prototype of him can be seen in the Tracy Ullman short "Scary Movie".
- Expy: He was inspired by Droopy.
- Groin Attack: His short film, Man Getting Hit By Football, is about... well, take a guess.
- I Just Want to Have Friends:Marge: Maybe I am insane. I mean, I am talking to myself.Moleman: You are? Oh, I thought I'd made a friend.
- Off-Model: The early episodes done in traditional cell animation had Moleman's skin as either yellow or brown-ish, depending on the episode ("Duffless," and "Homer's Triple Bypass" had brown-skin Moleman; "The Springfield Files," "Principal Charming," and "Bart of Darkness" had yellow-skin Moleman). The later episodes done in digital ink and paint (including the high-definition episodes) have him with yellow skin.
- Sword Cane: "You call that a knife? This is a knife. Whoooa, down I go."
- They Killed Kenny Again: He dies in most of his appearances.
- Unlucky Extra: As stated here.Tim Long: I like to use Hans Moleman to illustrate that even the most wonderful events have a downside. For example, if Springfield got a beautiful new shopping mall, Moleman would likely be trampled by the excited crowd on opening day.
- Younger Than They Look: In Season Four's "Duffless", Moleman reveals that he's 31 years old, despite looking like an old man. The reason: Moleman's an alcoholic. Although, due to Canon Discontinuity, Moleman's age has been projected to be at least in the ballpark of 80 and above.
- Debut: "Homer's Odyssey"
A senior citizen in Springfield. Voiced by Harry Shearer.
- Butt-Monkey: He has gotten his beard stuck in a pencil sharpener, been frozen alive in one of the Kwik-E-Mart's freezers, been shot in his wooden leg by a drunken Smithers, was the first one to die when Homer became the Grim Reaper, and has several health problems.Jasper: Is this seat taken, little girl?Bart: I'm not a girl. What are you, blind?Jasper: Yes.
- Catch-Phrase: "That's a paddlin'."
- Characterization Marches On: In "Bart the General", he's Abe's bully who easily takes Abe's newspaper from him and laughs about it. In "Two Cars in Every Garage and Three Eyes on Every Fish", they instead become bickering rivals arguing about who should change the channel. Eventually they're now best friends.
- Dirty Old Man: Once voiced a desire for "Hot dames and plenty of 'em".
- Pet the Dog: Breaks the news of Bea's death to Abe very softly.
- Red Oni, Blue Oni: The blue oni to Grandpa's red oni.
- Screw Politeness, I'm a Senior!: Will tell you exactly what he thinks. Fortunately, it's not very much.
- Vitriolic Best Buds: With Grandpa Simpson. When Abe isn't a major part of the plot, the two are often Those Two Guys.
- Debut: "Bart the General"
Voiced by Hank Azaria.
- Cloudcuckoolander: Drops his pants and dances the Funky Chicken and sings "Old Grey Mare" for free while Krusty is attempting to get people to pay him. Eventually, he gets on tv with the act and even gets a group of backup singers called "The Crazy Old Man Singers".
- Informed Judaism: It's even in his name!
- No Name Given: Old Jewish guy that hangs with Jasper.
Voiced by Tress MacNeille.
- The Alcoholic: By age 32, she began to feel burned out from her jobs, and started drinking and sought emotional solace with her first cat.
- Brainy Brunette: She was a doctor and lawyer with brown hair before she got burnt out to the point of becoming what she is now.
- Broken Ace: Was a fully certified doctor and lawyer, but burnt herself out hard. On a couple of quick gags, we can see that if she somehow became sane again (or at least toned down the crazy) she would still be an incredible woman.
- Broken Bird: Went from an esteemed doctor/lawyer to a disheveled crazy woman.
- Bunny-Ears Lawyer: When she ran for mayor she spouted gibberish in her speech and ended it with "there'll be cats in everyone's pants" but she was still the only one there with actual ideas. Helps that she was actually a lawyer.
- Crazy Cat Lady: Trope Namer. She's always seen rambling incoherently and carrying several cats at a time.
- Crazy Homeless People: Subverted, despite crazily wandering in the street she isn't homeless or squatting. The house she lives in is her property.
- Go Mad from the Isolation: Due to spending every day with cats. When she spends time interacting with Springfielders, she speaks more comprehensibly.
- Hidden Depths: On top of everything else "Monty Burns Flying Circus" reveals she was a talented opera singer.
- I Was Quite a Looker: She was Springfield-pretty with brown hair before she went mad and has the haggard appearance she does now.
- Locked into Strangeness: She had brown hair before going mad.
- Trash of the Titans: She's also a compulsive hoarder. In "A Midsummer's Nice Dream", Marge stages an intervention, helping to clear out her hoarded junk, which helps restore her state of mind.
- The Unintelligible: She shrieks and wails incomprehensibly.
- Used to Be a Sweet Kid: In "Springfield Up", it was shown that age 8, she was already aspiring to be both a doctor and a lawyer.
- Workaholic: She achieved her childhood dream of becoming a doctor and lawyer by age 24, and spent many years alternating between the two.
- Younger Than They Look: She's apparently in her 40s, since that's (chronologically) when we first see her as the Crazy Cat Lady in "Springfield Up".
Other Springfield citizens
- Debut: "Old Money"
Local mad scientist and nerdy genius. Voiced by Hank Azaria.
- Ambiguously Jewish: He has some Jewish and Nerdy stereotypes, however, he has also been seen in Reverend Lovejoy's church on a few occasions.
- Bungling Inventor: Several of his inventions have malfunctioned, with hilarious results.
- A Day in the Limelight:
- Characterization Marches On: While the Jerry Lewis inspired voice and personality moulded Frink from the start, he lacked the trademark tics and ramblings in his first handful of appearances. Frank Azaria states he started to go wilder with the Julius Kelp impersonation as time passed.
- Depending on the Writer: He can either be a legitimate, well-respected scientist who's just a bit quirky or a crackpot nobody listens to. He also ranges from dangerously crazy to the Only Sane Man. Sometimes Professor Frink's inventions malfunction, and other times they work perfectly well, depending on the needs of the plot. The self-tapping dance shoes he invented for Lisa ended up going out of control, but the auto-dialling machine that Homer used in his electric panhandling scheme worked just fine.
- Expy: Of Jerry Lewis' character, Julius Kelp in The Nutty Professor, to the point where the real Jerry Lewis voiced Frink's father, John Frink Sr., in the "Treehouse of Horror XIV" story "Frinkenstein".
- Hollywood Nerd: He is an Expy of Julius Kelp. He is this Up to Eleven.
- Mad Scientist: He tends to make some fairly insane inventions, including a death ray, a flying motorcycle and a plane for a small child.
- Nerdy Nasalness: Professor Frink is an exceedingly awkward TV Genius and occasionally a Mad Scientist, has a very nasally voice. He also tends to end phrases with "nghagle".
- Nice Guy: Although he can be awkward and harsh at times, he's usually one of the more decent people in the cast underneath it, trying to salve Lisa's feelings in Last Tap Dance in Springfield and supporting her research in Bye Bye Nerdie.
- Odd Friendship: Professor Frink has frequent contact with Lisa Simpson better than the rest of the Simpsons family because she is more interested in science and makes more frequent visits to places such as the Natural History Museum and the Observatory.
- Opaque Nerd Glasses: He is almost never seen without his glasses and has only taken them off once.
- The Professor: It's mentioned that he is one of Springfield's most renowned scientific minds (has an IQ of more than 190), he discovered the element Frinkonium, discovered and cured Frink's disease and created the 8 month after pill.
- Strong Family Resemblance: Has a young son who looks similar to him.
- Verbal Tic: The "Frink noise".
- Debut: "Two Bad Neighbors"
The owner of Stu's Disco and a huge fan of Disco music. Voiced by Hank Azaria.
- Ascended Extra: Originally appeared as a punchline to the fact that Homer's old jacket said "Disco Stu" when it should have said "Disco Stud", he has since become one of the show's most memorable characters.
- Disco Dan: A very famous example. No matter what year it is, Disco Stu dresses and acts like it's 1978.
- Flat Character: Every shot of him is relative only to his obsession for disco.
- Hidden Depths: In the episode "How I Spent My Strummer Vacation" Disco Stu admits that he knows disco is dead and that he doesn't even like it anymore.
- Noodle Incident: Apparently had a brief marriage with Selma.
- Older Than They Look: He's already in his 40s, but can still qualify to be in his late 20s.
- Raised Catholic: He got his wedding with Selma annulled by the pope.
- Refugee from Time: As real time passes, it becomes more and more of a stretch that he was old enough to appreciate Disco music during its heyday.
- Third-Person Person: Disco Stu frequently refers to himself in the third person.Disco Stu: Disco Stu likes disco music!
- Debut: "The City of New York vs. Homer Simpson"
Duffman is the mascot and spokesman for Duff Brewing Company. He is an athletic and charismatic figure who is seldom seen without his signature uniform consisting of tights, cape, and a utility belt that holds cans of Duff. Voiced by Hank Azaria.
- Bi the Way: In some episodes Duffman is shown to be gay, but in one of his first appearances it's revealed that he lied to a buxom blonde bartender to get her to sleep with him. He also mentions having two kids and when he was shot by Frank Grimes Jr. he said "I love you, Doris" before losing consciousness. Much like Milhouse, the writers can't seem to decide whether Duffman is straight, gay, or bi, though given that Duffman is a character played by multiple actors, the answer could very well be "all of the above".
- Catch-Phrase: "Oh yeah!", usually accompanied by a hip thrust.
- Expy: Duffman is based on Bud Man, an old mascot and spokesman for Budweiser.
- Informed Judaism: Mentions that he is Jewish in one episode, while making Nazi puns for a Duff lager no less.
- Irony: Despite being a beer mascot, the actors who portray Duffman are contractually obliged to stay sober on the job and are injected with a chip that sends a jolt through their body if it detects alcohol in the bloodstream. Except the part about the chip is a lie told to new Duffmen. They just randomly inject them.
- Large Ham: "OH YEAH!"
- Legacy Character: There are multiple actors who play Duffman, including one who died. As he said, "Duffman can never die... Only the actors who play him! Oh yeah!" In one scene, there's three or four of them in the same room.
- No Celebrities Were Harmed: His voice and attitude resemble that of professional wrestler "Macho Man" Randy Savage.
- Third-Person Person: Duffman is generally known for his overly enthusiastic speech in which he refers to himself in the third person.
- Debut: "When Flanders Failed"
- Berserk Button: Being told that he has trouble pleasuring his wife.
- Catch-Phrase: "Just stamp the ticket" and "You sicken me".
- Jerkass Has a Point: In "Homer Loves Flanders".Homer: Heh-heh-heh, I did it. Second in line, and all I had to do was miss eight days of work.Just Stamp the Ticket Man: With the money you would have made working, you could have bought tickets from a scalper.Homer: In theory, yes... jerk.
- Running Gag: Rejecting pamphlets and punching random people.
- Debut: "Mayored to the Mob"
An eccentric Springfield worker. Voiced by Dan Castellaneta.
- Catch-Phrase: "EEE-Yeeeeeeeeesssss?"
- Large Ham: He talks the way he does because he had a stroke.
- Nice Guy: Is unflinchingly courteous and helpful.
- No Celebrities Were Harmed: As you might guess, he's based upon actor Frank Nelson in his appearances on The Jack Benny Show, I Love Lucy, and Sanford and Son.
- Debut: "Moaning Lisa"
A blues musician in Springfield. Voiced by Ron Taylor.
- Abusive Parents: Turns out that he was one of these to his own nephew, in a passive-aggressive, backhanded way. As in, he constantly complimented Lisa around him and declared him not as good.
- Back for the Dead: In "'Round Springfield".
- Drunk on Milk: In his backstory, he became pretty rich from his one studio record but he lost it all with an obsession to buy Faberge eggs that (in the flashback) is portrayed similar to alcoholism.
- Killed Off for Real: Died in his second appearance.
- Mentor: To Lisa.
- No Celebrities Were Harmed: Bears several similarities to Stevie Wonder.
- One-Book Author: He only released a single album, "Sax On The Beach". Lisa trying to find and purchase it so she can broadcast a retrospective in his honor is an important plot point in "'Round Springfield".
- Debut: "Brush with Greatness"
An anxious teenager working many menial jobs in Springfield. Voiced by Dan Castellaneta.
- All There in the Manual: His real name has (so far) never been mentioned on-screen.
- Kavorka Man: Despite his plain appearance, girls seem to like him.
- New Job as the Plot Demands: He's seen working in different retail jobs depending on the episode, however, he's most typically seen at Krusty Burger.
- Debut: "The Way We Was"
A wisecracking clerk. Voiced by Hank Azaria
- Deadpan Snarker: His main trait is adding a sarcastic remark in any situation.
- Evil Debt Collector: Of all his jobs, his favorite is repo man. He even says as much when he "accidentally" hurts Milhouse.
- Flat Character: Whenever one of the Simpsons need to interact with a random, employee-type character, expect Raphael to be on the scene.
- Jerkass: He can be quite the dick when it comes to the Simpson family. Examples include forcing Marge to say she needs a cup for Bart out loud in "Bart Star" and trying to sell Homer a dog when he was looking for a pony in "Lisa's Pony".
- No Celebrities Were Harmed: Hank Azaria based his voiced on Charles Bronson.
- Strong Family Resemblance: Has a bouncer cousin who looks just like him but buffer.
Sam and Larry
- Debut: "Simpsons Roasting on an Open Fire" (Sam), "Homer's Odyssey" (Larry)
Patches & Poor Violet
- Debut: "Miracle on Evergreen Terrace"
Two poor orphan siblings. Voiced by Pamela Hayden and Tress MacNeille.
- Heartwarming Orphan: Mocked to high heaven. In a more regular show someone would have taken pity on these poor creatures a long time ago, but in a place like Springfield they are just one more cog in a machine of endless misery.
- Pauper Patches: One of them is even named Patches.
- Street Urchin: They even look like they came out of Oliver Twist and quote the book's most famous line on their recruitment in The Simpsons: Tapped Out.
- Debut: "Whacking Day"
Miss Springfield is a beauty pageant winner and the secret wife of Mayor Quimby. Voiced by Pamela Hayden.
- Brainless Beauty: She is very cute, but also dumb and illiterate. Once mistook his sash saying 'Mayor' for 'Major' and thought he was in the army.
- Cute, but Cacophonic: In "Mr. Spritz Goes to Washington", Mayor Quimby redirects airplane traffic away from the motel where he conducts his affairs so he can hear her voice. When he discovers that she falls under this trope, Quimby laments "Now I regret buying you that opera house!".
- Dumb Blonde: A classic example. Bad voice, can't read, only kept around by Quimby for the sex.
- The Mistress: She is the official lover of Mayor Quimbly and has been seen in bed with him several times.
- No Name Given: Her real name is unknown.
- Pink Means Feminine: She often wears a pink dress with a white "Miss Springfield" sash around her, has pink high heels, and wears pink lipstick.
- Debut: "Homer Goes To College"
- All There in the Manual: Their names aen't stated onscreen, only mentioned in the original episode guide, and even there, it's unclear who was who.
- Black and Nerdy: Gary.
- Geek Physiques: Benjamin and Gary are skinny, Doug is fat.
- Jewish and Nerdy: Doug is implied to be Jewish in "Mathlete's Feat" where he wears a Hebrew chai necklace.
- Straw Fan: In "The Itchy and Scratchy and Poochie Show", though not to the same degree as Comic Book Guy.
- Debut: "Scuse Me While I Miss the Sky"
British documentary filmmaker. Voiced by Eric Idle.
- Debut: "Like Father, Like Clown"
Krusty's father. He disowned his son for not following in his footsteps and becoming a rabbi, but he eventually reconciled with him. Voiced by Jackie Mason.
- Brutal Honesty: He makes no bones about how much of a fool he thinks Krusty is.(when explaining to Krusty why never had a Bar Mitzvah)Rabbi Krustofski: I'll tell you why you didn't have a Bar Mitzvah. It's because you're a putz.
- I Have No Son!: Was initially this toward Krusty. He eventually grew out of it.
- Killed Off for Real: Dies in "Clown in the Dumps".
Daughter of Springfield District's Superintendent Chalmers. Voiced by Tress MacNeille.
- Ascended Extra: One of few new characters to became semi-regular.
- Bare Your Midriff: Never covers her belly and navel.
- Bratty Teenage Daughter: She is confirmed to be daughter of Superintendent Gary Chalmers.
- I Have Boobs, You Must Obey!: After being fired for trying to steal cash from Marge's sandwich store, Shauna retaliates by making the squeaky-voiced-teen quit. She accomplishes this by showing him her boobs.
- Informed Judaism: In "Daddicus Finch", she has her Bat Mitzvah ceremony at the synagogue, reciting from the Scriptures in Hebrew.
- My Girl Is a Slut: Jimbo doesn't mind that she is easy (embrace who you are, Shauna) and that she called him Kearney (implying she used to date him before).
- Pedo Hunt: Due to her relationship with Bart.
- Shameless Fanservice Girl: Shauna shows Bart her breasts as a reward for taking the blame for her shoplifting in "Beware My Cheating Bart".
- Your Cheating Heart: She cheats on her boyfriend Jimbo... with Bart in "Beware My Cheating Bart". She flirts with him from time to time since then.
Jebediah Obadiah Zachariah Jedediah Springfield aka Hans Sprungfeld
- Debut: "The Telltale Head"
The legendary founder of Springfield. Voiced by Harry Shearer.
- Shrouded in Myth: He came and made a town, doing cool stuff like taming a buffalo by riding on it. He was so Inexplicably Awesome that countless generations of people still think highly of him. In reality he was Hans Sprungfeld, a pirate so sanguinary that he tried to kill George Washington before escaping to wherever Springfield is placed and label everybody else who decided to settle with him idiots (Evil Laugh included and actually written down on his confession).
- The Alleged Car: Implied with his VW Bug it works perfectly fine (that we can see), but he barely fits in and he points out to Nelson that it's the only car he could afford.
- One Head Taller: Up to Eleven — he is positively gigantic. Part of the gag on the few occasions he's appeared is that he is way too tall for regular human appliances.
- A Taste of Their Own Medicine: He leads the people of Springfield in laughing at Nelson, complete with "Ha-ha!".
- Debut: "Treehouse of Horror"
Brother and sister (respectively) cyclopian aliens resembling giant green heads on writhing octopus tentacles, these two aliens from Rigel IV make guest appearances in some episodes but are most prominent in the Treehouse of Horror episodes, which are non-canonical horror anthologies.
- Aliens are Bastards: Subverted in their initial appearance, though their later appearances tend to parody this.
- Aliens Speaking English: Rigellian coincidentally sounds just like English.
- Ambiguous Gender: At first they were both assumed to be male because of their deep booming voices. However, in a throwaway line from "Treehouse of Horror VII", Kang introduces Kodos as "my sister". The comics jumped on this and did their best to portray her as female. Later in a crossover with Futurama Lrr asks "the one of you that is female" to go talk to Ndnd and after a brief pause they both go. It is possible that the gender pronouns on their planet are just different.
- Ambiguously Christian: In "Starship Poopers" Kang states they're "quantum" Presbyterians (in response to Homer thinking they were Mormons). A later episode has Kodos claim she is Jewish, and in a later episode they claim they were appointed by God to judge humanity based on the actions of Homer (which is averted when they get starstruck by Earth's celebrities and relent on passing judgement to hobnob with them at Hollywood).
- Big Bad Duumvirate: Of Hit & Run.
- Crossover: They went to summer camp with Roger and are friends with Lrr and Ndnd.
- Even Kang and Kodos Has Standards: They didn't want to perform "work" since they reached their limits... to be fair, it is Homer Simpson they're dealing with.
- Evil Laugh: Parodied, as they drag it on for longer than necessary.
- FaceHeel Turn: They were once peaceful aliens in Treehouse of Horror that had no interest in conquering Earth or harming its inhabitants. But then, with no given explanation, they became invaders starting with Treehouse of Horror II onward. An interesting fan theory to this change is because they were so hurt by Lisa's accusations that they took their anger out on Earth.
- Halloween Episode: Traditionally, they've appeared in every installment, whether cameo appearance or part of the plot in a Halloween story ("TOH I": "Hungry are the Dammed", "TOH VII": "Citizen Kang", "TOH IX": "Starship Poopers").
- I Am Your Father: Parodied in the Halloween segment "Starship Poopers" where Maggie is revealed to be Half-Human Hybrid fathered by Kang.
- Large Ham: Very much so. Especially when they start laughing.
- Larynx Dissonance: Kodos is female, but she and her brother sound nearly the same.
- Laser-Guided Karma: In one episode, Kodos mocks Homer for misusing time-travel, the two laugh... and are promptly turned into Peabody (Kodos) and Sherman (Kang).
- Meta Guy: Have become this, often appearing at the start or the end of the episode to break the fourth wall or even as Animated Actors.
- Shout-Out: They are both named after one off villains from Star Trek: The Original Series (Commander Kang from "Day Of The Dove" and Kodos the Executioner from "The Conscience Of The King")
- Spock Speak: They are both very verbose when speaking.
- Starfish Aliens: They are giant, green, fang-bearing Cyclopean octopuses hidden behind large glass helmets. Their few humanizing aspects includes speaking a language that coincidentally sounds like English.
- Sufficiently Advanced Alien: Whichever trope applies purely depends on the story or joke at hand. Bio-duplicators and an Accele-Ray? Sufficient. A board with a nail in it deemed overwhelming? Insufficient. Mastered intergalactic travel with their own spaceship? Sufficient. Said spaceship contains Pong and no HBO? Insufficient.
- The Unfought: In video game adaptations like Hit and Run and The Simpsons Game.
- Debut: "Homer's Odyssey"
- Expy: A crow with three eyes begins to make appearances later, presumably the same one that's frequently heard outside the power plant. It serves essentially the same role Blinky does.
- Extra Eyes: Has three eyes. Assumed by most to be the result of the power plant's radiation.
- Offset Blink: Blinky is given an extra-creepy appearance by having each of his eyes blink in sequence, rather than simultaneously.
- Running Gag: A living one.
- Unexplained Recovery: In "Brawl in the Family", we see him get eaten by a four-eyed fish, which is immediately eaten by a five-eyed fish, before that is eaten by Homer! But somehow, he's since shown up seemingly unharmed.
- Unusually Uninteresting Sight: The basis behind his existence seems to be this; he frequently appears in the background and no one bats an eye (ahem) at the fact that a mutated fish is sitting right there in front of them. However, it's averted in "Two Cars in Every Garage and Three Eyes on Every Fish", where publicity surrounding Blinky's mutation kicks off an investigation into the power plant.
- Debut: "Homer the Heretic"
Voiced by Harry Shearer.
- Berserk Button: He apparently is displeased of Reverend Lovejoy, likely due to being apathetic to Ned Flanders' beliefs.
- The Faceless: His face is obscured by blinding light, although there's a definite Grandpa God vibe. Though his face was briefly seen in the opening of "Treehouse of Horror XVI".
- Final Boss: Of The Simpsons Game, fought in a round of a Dance Dance Revolution-like minigame.
- God: The Almighty Ruler and creator of the Universe.
- Not So Above It All: He condemns Homer for not going to church, but admits Homer has a point of why going to church at all. He even says he'd rather watch the Superbowl.
- Non-Standard Character Design: A minor and unintentional example, but he's the only character in the show who has five fingers and toes.