Yrael? Not counting serving the Abhorsen for millenia, because he wasn't paid for that, he was a bartender at Milliways first. He's kind of let that slide. >_>
Sunshine? Waitressing at Charlie's Coffeehouse in the evenings and weekends while in high-school. Thankfully, once she graduated, Charlie pulled her off waitressing and gave her what she thinks of as a "real" function, being the Head Baker.
Zelgadiss? Serving as the sword-arm of his great-grandfather, the blind symbol of peace and hope (*eyeroll*), Rezo the Red Priest.
My first job was essentially the same one I do now, with a lot of shifts in responsibility and two title changes. But I was a public relations assistant (lord help me) 22 years ago, and in many ways that is what I am now (though called communications coordinator).
Knox's first job was copyboy in high school to the Globe.
Kirk has been in Starfleet all his life, but his first posting was as ensign on the Republic (though it seems he had assignments while in the academy).
Cy had a part time job at a Big Belly Burger before he became Cyborg.
Gibbs entered the Royal Navy at age 15.
Despite being an orphan with nothing, Charlie worked very to not work at all till he had to. Unless you count being a very low level drug dealer in college. (Yes, really. He was not a nice guy then.) His first real job was when he walked into a TV station at age 21 and convinced them his looks and attitude trumped all total lack or experience or education. He was on the air two days later.
Howard worked summers at his grandfather's aircraft company (the one Howard inherited). He was paid the same rate as any junior mechanic.
Me? During one summer of high school, I worked at a local law firm doing clerical stuff.
Ray - Mowing lawns and shoveling snow depending on the season. His parents saw it as good exercise. He would've preferred to tutor other students but since he skipped a couple of grades it was a little weird for most parents' liking to hire some kid younger than their own for tutoring sessions.
Gordon - Part time work after school and on weekends at a local drugstore.
Adrian - Other than working on family garden/beehive stuff with his mom, Adrian's first job was part time stuff at the sporting goods store in Rowlesburg. most of the money went into the family coffers, and what he was able to save up on his own eventually bought a rustbucket 1980s model Buell motorcycle from a guy at the Methodist church in Terra Alta, which Adrian eventually got repaired and running.
Medic - Also worked part time at a local drug store, but unlike Gordon, Medic worked at a compounding pharmacy that was rather more like the one in It's A Wonderful Life, and spent more time assisting the actual chemist than stock work or cash register stuff.
Belar - God stuff.
Mordin - SCIENCE!! *ahem* sorry. Seriously, I'm pretty sure that as a wee little space newt of five or six years he got an entry level chemistry lab internship. (Life expectancy of his species is forty years, and his nephew achieved university tenure at age fifteen, so.)
Varric - Has been in the family business since ever. I expect that as a kid, and the second born at that, he probably got given a lot of 'run this over to the other merchants and don't come back unless they give you a tip' type assignments.
Thalestris - This is a stupid question. In her time and culture your 'job' is what you're born into, or among folk who live in houses, what you're apprenticed into. Also, currency hasn't been invented yet, and while city people might use gold or silver or olive oil as precious portable commodities, her people just do straight barter for stuff. You don't get a job and get paid, you do what the family does. Or sometimes you get dedicated to a god or goddess' service.
Arcade - I honestly don't know. He and his mother moved around a lot when he was younger, and he's a little closed-mouthed about the details of his past anyway, so... I have no clue.
Ellen - Got her first work assignment in Vault 101 when she turned ten, the same as everyone else in Vault 101. The Overseer told her this at her birthday party, right after giving her a Pip-Boy. We don't know what the work assignment was, so I'm handwaving that it was something low-skill and busy-making like collecting and sorting Vault trash into categories of reusability.
Found the PB I was thinking of last night. Its Mohamed Saad Ahmad, and in the film I was thinking of, he plays fat, bald, old, and crazy. The guy you pointed out is also in there, playing an evil uncle or something.
From his off screen pictures, I think he was probably in makeup for the part. He does look like he is balding, though.
Gene's was in a cotton mill (often when he should have been in school), and he also worked some Saturdays at his mate's father's garage.
Mine was a paper round, where I earned £2 for delivering to 130 houses, over a route that took about 2.5 hours. Kids today would laugh their asses off at being offered that wage.
Me: Paperboy, after that I worked a snack shack at Marine World Africa USA when it was in Redwood Shores CA. Good times that. Ben: Errand boy for the Yancy Street Gang. If you're talking legal, then I'd guess a security guard in college. Hank: Researcher for the CIA. Kate: Likely a paper route or dog walker/sitter. It;'s hard to see anything past the military to be honest. Mars: Not applicable. Julie: Security for the Masquerade casino in Las Vegas. Palamedes see Thalestris' answer above. He was born into royalty and a warrior caste. Beast Boy: Assistant animal husbandry? He helped his mom on the animal sanctuary. Thalia: Hunter for Artemis. She may have had a paid babysitting gig once but it wouldn't have lasted.
Me? First job was a sales assistant in a...well, drugstore is probably the closest generic shop name. Man, that sucked. Cleaning shampoo off shelves - less fun that it sounds, even.
Me - I started temping right out of high school, but what I think of as my first "real" job was an assistant librarian at a corporate library for six months between jr. college and university.
Merlin - he helped his mother with the family plot (too small to call it a farm, and I don't think under serfdom that's the proper term anyway) from early childhood. His first (and only) job outside of family is as Arthur's servant/Gaius's dogsbody.
the Green Man - tree god. His first actual job-like thing was probably farmer, or gardener for some grand family.
Peter - Recruited out of college by the FBI into white-collar crime, if I recall canon correctly.
Bilbo - is a gentleman of leisure.
Stuart - He's yet to actually work.
John - Doctor. All he's ever been, all he's wanted to be.
Steve! I can't believe I forgot Steve. I see him as starting an internship of sorts at a comics publisher, starting at the lowest rung--refilling colorists' ink pots, running errands--until he finished his degree and starting working as an illustrator himself.
My first job was a paper route, though technically it was my brothers I just subbed for them on days when they were sick until I took it over myself in highschool.
My second job was an office janitor at the Kohler factory. Yeah the bathroom stuff company. At least that's how it started my first summer. The next one there was a complete shift in management and I was working as the machining and office area's bathroom janitor. The irony was not lost on me.
Me: Part-time receptionist at Swarthmore College's library. Mainly I sorted stuff, answered the phone, wrote thank you notes and did whatever projects the librarians needed for me. It was where I discovered online crosswords and got hooked into using AIM clients to talk during quiet work shifts. The librarians would smile at me and go, oh we need to find you something to do.
Oh and last night, I had my last closing and in-person shift at Michigan.
Will: Helping at his parents stall in the market and being a thief.
Sameth: Perspective as his parents felt their children should know all about work around the castle and when he was about 12, he started learning and working in the palace forge. Perspective means that Sameth and Ellimere helped out in all different parts of the castle, its a rather nice canon idea.
Charles: Never had one, closest would be maybe helping his mother organize and prepare for fundraisers and parties during the war. Maybe working as a tutor in college or high school but I'm not as certain of that.
William: Helping around the ranch and farm depending on where they were living.
Demeter: She's a goddess so she is what she does and that's never changed.
Moist: Helping with raising and training Lipwigzers with his grandparents. First confidence, stealing job was after he ran away from home at age 16.
Jane: Chores around the house, that hasn't changed.
Tumnus: Chores around the house, he's never really had a job exactly.
The Pirate King: Cabin boy on the first ship he stowaway on.
Me: Working as a dishwasher/hostess at a local restaurant starting in high school. The work sucked, but I had gloriously soft, smooth hands from soaking in hot bleach water eight hours a day.
Castiel: Was on the creative team that designed parakeets.
Parker: Babysitting/Mother's helper, probably starting in middle school.
Dumbledore: Once he graduated from Hogwarts (and his life settled down a bit) I think he went to work assisting/apprenticing for Nicholas Flamel.
Mary: Doing chores in Milliways to pay for her room, etc.
John Winchester: Probably assisting in a garage starting in high school. Before that he probably did things like mow lawns, etc.
Cata and Sam: Worked for the Assassins' Guild once they finished training. I have no idea of the particulars of either of their first contracts.
Claudia: Had her own little computer-fixing operation going on, so she didn't completely run down the trust fund that was what was left of her parents' assets. (Eventually, she gave the last of said trust to Joshua, so he had something to move to Switzerland with.)
Apollo: Is laughing at the question.
Imp: Probably helped his dad move rocks around a field. And hated every second of it.
Regulus: Is also laughing at the question, largely because his family's so well off he doesn't need to work.
Me: Paper route in junior high. A couple of them, actually.
Nikola: was an assistant engineer in Slovenia after he essentially ran away from home and let his friends think he had drowned in a river (true story). He only lasted a year before having a nervous breakdown.
Darius: Peacekeeper. It really doesn't seem like there's much career change that goes on in Panem.
Alcide: I'd guess he had a paper route growing up too. Maybe helped his dad at their business.
David: He worked in a bookshop over summer hols.
Orpheus: Same as it is now. Though technically, his first responsibility was to be a prince.
Me: Gofer and general bottom-of-the-food-chain-girl at the local animal shelter. I cleaned a lot of cages, and talked to a lot of utterly idiotic wannabe-gangsters. (It was a little tragic how easy 'oh, that's not a pit bull, that's a staffordshire terrier' worked in sending them away.)
Katya: ... I find it slightly sad she's only ever had the one job, but she doesn't, so that's okay then.
Ace: Waitress. She was kind of horrible at it.
Balthazar: ... apprentice sorcerer. Merlin came and grabbed him when he was sixish. So.
Haymitch: Well, he got paid for the squirrels he trapped, but he did have an actual trufax job helping to sand down the mayor's new porch, when he was twelve. Good times.
Shaz: Secretarial work while figuring out what to do with her life. The irony is not lost on her.
Glorfindel: ..................................................... Um. You know, I don't think that's ever been an issue for him. His house was noble enough that it was always just assumed he'd be part of court life. And then, y'know, he kinda got caught up with Feanor's sons and the push to go back to Arda and suddenly it didn't matter anymore.
Bones: First hired to clean his granddaddy's clinic - the medical bug bit him hard and early.
Me: Either weeding by the side of the road or picking up trash on the side of the road. Or was I sorting things at the recycling center? Anyways, working the sorta jobs prison labor is used for, but for money! I got to work alongside some prisoners, occasionally. Didn't matter much compared to how hot it was outside.
Amascut: Being a sort of grim reaper. Ancient history, though, so, not much is clear.
Evil Chicken: Also ancient history, complicated by the the fact that HE LIES and wtf chicken
My first job was sort of as a research assistant - mostly this department in the university in my home town had set aside some money to pay someone $6/hour to scan a bazillion old slides into image files. And because I am the worst, I finished scanning the slides so quickly that they didn't pay out the full amount they'd set aside for it. Oops.
Elle's first job was Her Job. There wasn't much choice or option about it.
Manny seems to be a born-and-bred salesman, so I imagine he started getting people to buy things from him when he was pretty young, eventually worked in a store, and collected the money he needed to leave his hometown.
Leslie.... arglebargle. I tend to think she volunteered in public works a lot, but her first actual paying job was probably as a counselor in Pawnee's youth programs.
Asami... eheh. Super rich heiress. She has worked (I have headcanon that once he realized she had talents similar to his, if she ever wanted anything her father thought she could build, he insisted she mostly design, construct, and fix it herself. She's also being groomed to run a business, and I think she's spent a substantial amount of time on the factory floors - she knows how to operate just about any machinery, apparently.), but she's never done it for a living.
Fry: pretty much started out as a delivery boy and stayed there.
Shawn: has had so many freaking jobs it's hard to say. Had a short-lived "business" with Gus when they were kids, so we'll go with that.
Brisco: ... I have no idea. But I can imagine him helping out at the local stables.
My own first job was bathing dogs at Petsmart, which I thought was stressful until I got my second job at a call center. You know work sucks when it makes you nostalgic for shaving dog butts.
Leela - eyeeyecaptain - I could go in a lot of directions with this. On the one hand, people are implanted with "career chips" in the year 3000, so arguably Leela's first job could have been career placement officer for new defrostees in the cryogenics lab in episode one. On the other hand, when she went back to being a teenager she wanted the "full experience," including a babysitting job. It's Groening, man, there is no right answer.
Lily Bell - maidenofthewest - I'm inclined to say her first genuine employment was as surveyor for the railroad.
Zoë Washburne - someonetocarryyou - Whatever put a little coin in her family's pockets.
Regina Mills - happilyneverafter - Evil Does becoming a queen count? Though I'm incredibly tempted to headcanon her as having some kind of odd-job prior to The Saving of Snow. It wouldn't work for her station or the fairy tale trope, but she's incredibly industrious at a pretty young age for a girl spoiled by her parents. And it would piss Cora off, which is a bonus.
As for me: respite care nurse for an in-home nursing facility. I was friends with my then-to-be employers, who encouraged (and in part paid) for me to go through med training and nursing school. Since I was an early graduate, they snapped me up almost the very month I turned 18. (I babysat for my brother for years before that, but I don't count that as I only occasionally got paid.)
Re: Regina, I get the impression she took care of her favoritest horse herself (you know, before she killed it); it's very possible she'd sneak down to the stables to help Daniel take care of the horses just as much as to make out with him. A LADY mucking out STALLS?! Her mother would be so scanadlised. XD
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