A lot of jobs involved dealing with regulars, or clients who are a bit on the weird or obsessed side. But for the most part, regulars are predictable enough that they don't ruffle feathers or get in the way.
The few outliers, however, can cross boundaries and get super weird, super fast. Some jobs, by merit of what they are, deal with more obsessive types than others. Train conductors and airplane pilots know this firsthand, as does anyone whose worked an event with historical re-enactors.
Folks jumped on a popular Reddit thread to share the most obsessive clients, regulars, or stalkers they've dealt with because of their job, and the stories range from hilarious to truly terrifying.
Train enthusiasts have been known to break into rail facilities and steal stuff off the more unique or rare equipment. It's a fairly regular occurrence... and often ruins it for the rest of us, as it'll put that piece of equipment out of circulation.
Worked at a water park. We had this couple that bought season tickets to the park every year. They were avid money collectors. Essentially what they did was they would rotate between our lazy rivers and our wave pool and just collect change that people dropped at the bottom of the pools.
They were there practically every day during the summer. They were obsessed with collecting lost money at the bottom of the pool. They claim that they collect enough money to buy season tickets every year and food at the park (which means they’ve collected several hundred dollars over the course of the summer).
Skydivers living in their cars. I've known multiple skydivers who choose to live out of their cars to be at the drop zone 24/7. These are not people who couldn't afford an apartment or couldn't commute. But they work at the DZ and choose to live in their cars so they are there literally 100% of the time to either be jumping for $ or spending those $s jumping.
I get it. It's a great sport, but sh*t.
Worked in fine dining in a city with a very large population of engineers and tech workers. Nothing against tech workers and engineers but there are some odd ones in that cross section of society.
One of the few corners that was cut in the restaurant was our soups. They came in a bag from a factory in British Columbia but we added stock, heated it up and garnished it with fancy croutons and such. The soups was never pushed by waitstaff, it was just a menu item you'd expect at a restaurant of our size.
We had a regular who was obsessed with our soups. He would come in multiple times a week and get steak and a soup. He was, depending on the waitress you asked, somewhere between Aspergers and full blown autistic savant. But he tipped very generously and was by all accounts a lonely guy who got a lot of comfort from his medium rare filet mignon and his soup (that came from a bag).
One menu roll out we removed soups from the menu. As you might imagine this customer was distraught. We saw this coming and ordered an extra bag of soup just for him. After all he was a regular and a big tipper.
Towards the end of his bag of soup he started a personal crusade to get soups back on the menu. Hand written letters to CEO, executive chef, board of directors and anyone else who would listen. He loudly complained to all of the managers of the restaurant begging them to bring back the soups. I later learned the corporate twitter had to block him. Dozens of yelp reviews lamenting the loss of soups.
Before he got trespassed from the restaurant he went so far as to corner our sous chef in the parking lot and demand the recipe for his favorite soup.
In the end we told him, "dude these soups are from a bag, just buy them yourself". Adding stock to a bag of soup takes no effort and this guy was kind of scary so we gave him all the information we had about the factory. I later learned he emailed the CEO, CFO and sales manager of the soup factory imploring them to re-win a contract to supply soup to our restaurant.
In the end, he got too aggressive with a waitress and threw a bowl of (our best attempt to recreate his favorite) soup on her. A restraining order was filed and he never came back.
Weird David, where ever you are, I hope you found your perfect bowl of from a bag soup.
I had a astronomy phase in high school, did a lot of advanced courses and met some strange figures.
There is always the "aliens" guy, the space camp guy, the completely moron guy, but in one of the courses there it was a "clouds" guy.
You see, this guy was crazy about cloud formations. This was in a time where photographs weren't digital, and he always after class would try a hook to show his photos of clouds...
And he had a LOT of albums filled with clouds, cirrus, nimbus, stratus... IDK what the guy liked so much, but he surely loved his clouds.
Never did any bad to no one, but I still don't understand his clouds obsession.
I'm going to include this one since I haven't seen it with Disneyland. Some people are so rabid for the park that they've named and keep track of the stray cats on the property. I've seen a few employees/cast members yelled at because they couldn't tell them the exact location of their favorite cat.
In college, I worked on a photo essay about a haunted house that took its job very seriously - actors wore no masks (only special effects make-up, and it was good), had to create full characters and yelling or saying "boo" was verboten. You had to create a full character and dialogue. It was a super scary house - the highest-level actors who spooked people out front even carried real weapons. I acted there one night, wearing several layers of latex on my face and breaking blood capsules in my mouth for added effect, and it was one of the most fun nights of my life.
The house attracted a lot of D&D/gaming/nerd types, and some of these people took this INCREDIBLY SERIOUSLY. Many of them never showered for the duration of the season - about two months, if not longer - so that you smelled them long before you heard or saw them in the house. It really did add to the scare factor.
But one woman, who had a spot in a wooded trail between buildings, took it to the next level. All day during season, she would binge eat - she was tiny, but she would eat these massive meals all day. Then, when hiding in the bushes, she'd stuff blood capsules into her mouth to make herself throw up massive, bloody puddles. It was...horrifying.
I worked at a county park where panning for gold is allowed and very common. It’s an interesting aspect as gold is not associated with the area at all. With that being said, gold panners are some of the weirdest people I’ve ever met in my life.
The rules for panning state you aren’t allowed to alter any part of the creek to pan, but they constantly build these little rock dams to catch the flour gold easier. Holy shit do they get angry when you knock these dams down because, ya know, it’s technically illegal to alter the creek. I’ve been chewed out hard multiple times for fixing the creek.
This being said, not all gold panners act like this. Many of them are very nice and love to chat about their hobby. But some really tip the scale on the weird side.
I worked in public education at a zoo. Every zoo gets some crazies who think if the animals as their pets. One guest, I will call her N, loved our great apes and jaguars. When our much loved bonobo died, all the staff were sad. He was old and had passed of heart failure. And then I realized that N was probably coming in that day as I hadn't seen her the day before. I grabbed my boss, and the next hour was radio calls around the zoo determining who had to be the one to tell N. I threatened to quit if it fell on me.
It was determined the primate supervisor had to tell N as the supervisor had been the one to discover the death that morning. When N arrived at the main entrance, the supervisor was called, and several security people stationed themselves bear the bonobo exhibit. When N got the news, she cried a bit and went home to mourn. We were relieved.
And then N showed up the next day screaming at staff that we didn't even attempt CPR on a bonobo who's end we had been expecting for months. Then she started grabbing guests and telling them how terrible the zoo staff were. Police were called. Within a couple of weeks there was a restraining order in place and N is still not allowed on the property more than a decade later.
I wish that was the only restraining order against a guest in my time there, but it sadly was not.
I used to be a professional musician. Did a tour with a band called Bring Me The Horizon. Girls would line up outside of their bus every single night to catch a glimpse of their singer, Oli. One night, some girl who was maybe 14, saw me play (in a separate band entirely), and approached me. This wasn't uncommon, but the first thing she asked was, "Have you ever shaken Oli's hand???" I said that I had. She then asked if she could hold/kiss my hand. It was insane.
For the record, I vehemently declined her request.
I used to work at a coaster called Dragon Challenge (Formerly Dueling Dragons) at Universal Orlando. We had a coaster enthusiast known as Raptor Jo (named after the Raptor coaster) who would visit often and give us candy, cakes, and other gifts. She was usually nice, but she was a bit of a nut and has tattoos of at least a dozen coasters all over her.
When Dragons was torn down to make room for a new Harry Potter coaster, Raptor Jo was pissed, decided to boycott Universal, changed her Dragons tattoo to add a gravestone, and added a full window decal to the back of her car that says "RIP my babies 1999-2017". She still comments on a lot of team members posts on social media.
Historical re-enactors are in a arms race over who can make themselves the most miserable in a weekend because it makes the hobby "authentic."
I think the most extreme situation I heard of was Civil War re-enactors intentionally soiling their uniforms and rubbing spoiled meat on themselves so when they got "shot" they would smell like rotting corpses.
Okay, so let me just say upfront I don't think the career I had would generally attract rabid enthusiasts - but I ended up getting a really creepy fan boy regardless. I was a forensic death investigator - forensics police officers that generally work with the DA's office and/or the Medical Examiners office - so I guess we would get the occasional person who thought it was interesting because they'd seen CSI or Law and Order a few times.
Anyway, fanboy showed up to a suspected homicide scene and was chattering at the poor uni's guarding the scene and trying to snap a few pics. So I figured he was really nosy, tone deaf press - gave him a scolding and told him that what he was doing wasn't appropriate and was disrespectful of the decedent. He agreed and left and I figured that was the last I'd see of him.
But no, a week later the same guy showed up at another questionable scene but it doesn't click that something is seriously off until he shows up at what turned out to be a suicide a complete county away from the last scene. Apparently I wasn't alone in my concerns as he was creeping out some of the other investigators that noticed him while working their cases too.
I get one of my coworkers to shake him down - see who the hell he is and what business he has to be here. Sure we get rubberneckers all the time who are curious and a bit morbid but no big deal, once the excitement passes they move on. Guy has no criminal record and doesn't work for the press so one of my superiors had a talk with him that he was making people nervous and it looked pretty shady to just start showing up at crime scenes.
Guy takes the hint for a while and decides a new tactic - fucker shows up at one of my favorite dive bars. Now I'm a 5'7" woman who doesn't look imposing in the least, I also made it a point to live well away from where I work for various reasons. He tries to buy me a drink chat me up with some of the creepiest sh*t I have ever heard - "What's the worst crime scene you've investigated?," "Have you ever worked on a case where the victim was dismembered?," "Do you think rape/murder cases are really about power dynamics and not sexually motivated?"
I completely shut him down, not even trying to be polite and he seemed a little put off but not apologetic in the least. I put in notice with the DA's office and ME's office to give them a heads up and start a paper trail for an RO. He's served with a cease and desists a few days later.
Not even 24 hours after the cease and desist is delivered he's back to shadowing crime scenes like it's going out of style and even gets into an altercation with one of the uniformed officers. He gets slammed with trespassing, obstruction, and a few other charges but since he has no record he's let out on bail - and shows up to a scene I'm working. We get into a scuffle after her breaks one of my guy's nose to get onto the scene and my partner and I finally get him cuffed. So, turns out he had a police scanner and a lot of creepy journals in his car - as well as notes on where I lived and worked along with info on one of the other female investigators.
Yeah, I never thought people would be that obsessed with crime scenes, forensics, or the like that they'd end up going to jail - but here we are.
I used to work at a Subway when Jared was at the height of his pitch man fame and we had an overweight woman who came there breakfast, lunch and dinner every day without fail. She would pitch us on the idea of a "Bride of Jared" commercial that parodied "Bride of Frankenstein", like we sandwich artists had any say in the company's marketing.
People obsessed with resort activity directors.
So let me explain. I used to work at a resort that hired a guy to run all of the guest activities. Things like lawn games, bingo, occasional night shows when we didn't have a headliner, stuff like that. Apparently he was very popular because we had people move their timeshares or buy new ones on our property just because he was here. At one point he was considering moving and we got calls for weeks asking if he's still there and where he's going. They'd get really angry at times!
I work for a large transit system, there have been several obsessed people who have actually taken trains into service. Not to mention they get themselves uniforms. The PD takes that stuff very seriously.
Aviation seems to attract some really really weird people. Most of the stuff is innocent such as keeping a logbook of all the flights they've been on or sitting by an airport fence all day with a scanner listening to ATC and photographing the planes. The obsessions starts getting a bit much though when someone comes up to me while I'm in my pilot uniform in the airport and wants to discuss an airlines business class amenities or starts asking real loaded questions about a air crash investigations episode they saw.
Rarely though we'll get the expert private pilot or someone that took a few flight lessons 20 years ago that like to stick their head in the cockpit after a flight and give their expert analysis about what we could have done better on the flight. This is like the yahoo yelling golf tips to the pro walking to the 18th at the Masters. For some reason these people think that being hypercritical to the pilots is going to impress us. It doesn't. It actually makes me want to talk to passengers even less about the job.
Semi-related story. I worked at Nickelodeon Universe at the Mall of America for 4 years throughout college. One of our regulars was a middle-aged black guy who - no joke - ALWAYS wore a purple suit, 1 white bedazzled glove, and carried a cane (for looks, didn’t seem like he used it to walk).
I literally never heard him say a word in the entire time I worked there, not sure if he was mute/deaf, and he would come in at least once a week. He would ride every single ride by himself, even the little kiddie rides, once and then leave. Never learned his name or anything about him, but every time he saw me he’d run over and give me a fist bump.
He was a super pleasant guy, just very eccentric. It’s been about 4 years since I worked there, not sure if he’s still coming in or not.
Military checking in. People get really, weirdly enthusiastic sometimes. I once had a drunk dude on the LIRR try to offer me a wad of hundred dollar bills.
Freight train engineer here. I've met some pretty obsessed people. We had this one guy who, on a regular basis, would follow our train over 100 miles and take videos of us at every crossing. He would spend 9 hours of his day (again, on a regular basis) and take video after video of the same train going over a crossing.
Who are you showing these videos to?!?!
"Oh look Sandra, here's the train going over the crossing at mile 115.5. OH BUT WAIT, here it is again going over the crossing at mile 110.8. Think you've lived, Sandra? Not until you've ALSO seen the train going over the crossing at Mile 94.3!!!"
I have many other stories.
Edit: Because some asked for stories...
I was stopped in the middle of nowhere once and these hutterite (sort of like Amish people but I'm sure saying that is offensive to both parties, sorry) walked over and they were just totally enthralled with trains. Knew all about them. They walked across their field, and just walked into the locomotive. No idea that you're totally not allowed to do that.
We kind of showed them around a little and I said something like "Well, okay guys you can't really be up here so you gotta go". They came back 20 minutes later with like 10 others from their colony and I though "Oh boy, here we go". They just wanted to thank us and brought me and my engineer (I was a conductor at the time) both a pair of handmade deerskin gloves. Best f*cking gloves I've ever had. -40c, only things warm are my hands.
Never witnessed this one but heard about it. There was a guy around one of the towns we used to go to on the train and he was a total train nut. Some of the guys say they think he was "on the spectrum" so to speak. One day they found out the reason he was there taking pictures every time a train came in was because he took a room in the crew lodging facility right beside the terminal. Only reason they found him was because the cleaning lady walked into his room by mistake. That's when they got the keypad installed.