“Fortune is like glass—the brighter the glitter, the more easily broken.”— Publilius Syrus.
In theory, money can’t buy class. In practice, money is actually very good at buying all the things to distract people from the fact that one has no class. But that requires work. And we’ve already established everyone here is too rich and classless to do their own work. Behind almost every rich person is a team of assistants ready to do their laundry, raise their kids, and managed their affairs—both financial and romantic.
Assistants and employees to society’s most privileged were asked to dish on their boss’s most absurd actions. The Internet’s beleaguered workers stepped forward to dish on the worst action their “betters.” Their business may be lucrative, but their actions are lurid. Sometimes, things get messy… even bloody. Break the bank with these 42 scandalous stories about bad behavior from the rich and powerful.
42. Punt This Hunter
I’m a little late to the party but I worked for a company where the employees were paid and treated like trash while the exec staff were paid like kings. They never paid for the cars they drove or the vacations they took. Meals, equipment, guns, and pretty much anything else you could think of was paid for by the company.
Each year they would go on a company hunting trip to Africa. Every once in awhile they’d take a random trip to another country between their African trips. They’d fly first class and stay in 5-star hunting lodges costing several thousand dollars per night per person. The hunting tags they bought were for animals like elephants, lions, cheetah, etc. These tags can cost upwards of $80,000 EACH. The worst part about all of this is the animals were baited in and shot from a vehicle. No actual hunting involved.
41. Museum of Woe
Old Masters oil paintings, and modernist masterpieces—recognizable ones you studied in school—leaning up against the wall, stacked against each other. Also, the wife’s $40,000 per place setting china from which she ate her boxed Mac & Cheese.
I should add that there were a dozen or more of these museum-quality paintings strewn carelessly about the nondescript den of their freaking beach house—with windows open to the sand and corrosive salt air.
40. Time is Money, or So They Say…
I work for a very wealthy family in the commercial real estate market and the one thing I have noticed is how much they lack a sense of time. They have had people doing everything for them for so long they no longer realize how long it takes to complete a task. One example, “Hey take this deposit to Bank A it HAS to be deposited today! Sir it’s 4:50 they close at 5:00 and it is a 25-minute trip one way!”
39. Personal Piggy Bank
The director of my former company was a nice enough woman, but she used her position to get employees to do everything for her. The head of Human Resources & Finance was required to help manage her personal bank accounts, enrol her children in school, book her holidays, EVERYTHING. She also had a nanny for her younger kids who was somehow being paid through the company for tax purposes (and so she wouldn’t have to outlay the money).
38. Outbid by the Law
I had a pro golfer hire me solely to list 90% of his belongings on eBay. Everything from huge TVs to golf club head covers. The odd part was he wanted EVERYTHING listed for $0.99 and shipped as fast as possible when it inevitably sold. I lost that job when he went to jail for procuring said items with illegally gained funds from his invalid sister’s inheritance.
I was questioned but since I had no idea how he got rich, no charges were ever brought up on me. I just thought he was a weird eccentric rich guy that wanted new toys, and I assumed he had invested his pro-golf earnings over the years (he was sponsored by Nike after all).
37. Poor as Porsche
The CTO of an IT company I worked for was born into a rich family and didn’t know how to talk with his “inferiors”. He was so bad at human interaction our CEO forced him to go to some kind of class to learn how to interact with humans.
This douchebag loved Porsches. He drove a couple to work, and he had one he would race at amateur races occasionally. One day one our coworkers failed to meet us for lunch because he was broadsided on the way to the restaurant. For some reason after the accident he came back to work. We were standing around his cube and he’s telling us about his car getting totaled when the CTO walked up. After hearing the story, the CTO says (and I’m not embellishing) “At least it wasn’t a Porsche.” Then he laughed and walked off.
36. Wag the Tail
I held the corgis while she gave them each a suppository. Posting before I read the comments but guessing this rates no more than a 3/10 on the messed-up scale.
35. Not A Slice to Be Spared
I worked for owners (three brothers!) of a private bank and managed their properties. One had first edition uncut classic books purely for decoration. He also had a Rolls which required new tires due to sitting unused for months at a time—the steel belts flattened from the weight of the car.
One wife called me all but accusing someone (me?) of eating an $8 pizza at their country club which after numerous far-more-than-$8 international calls turned out to be her son in town having lunch. This from someone with a running balance over $10m on any given day.
34. Like the Lonely Island Song?
I interned at a production company. The CEO made me go get a new Blackberry for him. Took four hours to go downtown because it HAD to be bought in downtown LA for whatever reason. When I brought it back, he opened the plastic, turned it on, and asked “What the hell is this? Why aren’t my numbers on it?”
Well, it’s brand new, you haven’t updated it yet….
“This is useless, what the hell have you been doing for four hours?!?!”
Well I was…
And he threw it on the ground. Literally. Just smashed it.
I was flabbergasted.
33. You Can’t Put a Price on Leg Room
Was an assistant to a rich guy who routinely had me buy two first class plane tickets, so nobody could sit next to him on the flight.
32. She Doesn’t Sound That Nice…
I didn’t work, but was good friends (and still am) with this kid who’s mother was an executive for a big gaming company
Basically, she would attend Pax East (pretty big gaming convention) every year and with such would give her kids tickets for themselves and their friends. I wasn’t one of those friends that year, but I got tickets for Christmas and we still went together and oh my god what his mother did literally sent shivers down my spine.
We went to the booth where she was at (that year she was advertising a new game, I don’t think it ever hit off, if it did I don’t remember the name of the game then). When she saw me and her son get to little show floor she pushed every kid out of the way so that we could be first in line and actually got a kid kicked out for throwing a fuss about it. I wanted to say something, but my parents had paid $50 for me to get to the convention and I wasn’t looking to get kicked out before even being there for an hour.
She was a nice lady though, she was able to get basically a few of everything that the popular exhibits were handing out (hats, shirts, wristbands, coupon codes).
31. You Worked for Gob Bluth?
I became friends with a colleague, a delightfully wealthy man and a minor member of European royalty. He wore bespoke suits on his time off, like, he specifically had them made for lounging. He had a £12,000 walking suit. He was very kind and affable, however out of touch with reality he was.
I taught him how to order pints at the pub. The first time I showed him how to do it, he didn’t have money because he never carried a wallet. He was in his 40s and led an active social life, but always had a servant on hand to do everything.
30. As High as the Money Stacks
I wasn’t exactly an assistant but a concierge. Rich guy drove his car up onto the sidewalk in front of the building and ended up with a DUI. A couple months later he asked me to start his car for him by blowing into a breathalyzer ignition after he spent the evening across the street at a bar. I declined.
The one that made me the most mad was two very well-off families in the building (lawyers and consultants… they were neighbors and best friends). Extremely conservative and active in trying to deny any kind of social services in the city and state. 4 pm was “cocktail hour” as they called it. They would load up on all sorts of prescription drugs and sit in the lobby bragging about how high they were. They had no shame about hiding it. They would talk about how disgusting it was that pot was being legalized and how it was going to ruin their neighborhood. Sometimes if the husband/lawyer was really far gone he would loudly discuss his clients’ cases in front of everyone. Then their prep school kids would arrive home and everyone would head out to the most expensive restaurant in the neighborhood.
Other than that there was a lot of general entitlement, shacking up with people who aren’t their spouses in the building’s swimming pool, etc.
29. Money Can’t Buy a Stable Home
I nannied for a tech millionaire. His wife had a raging eating disorder, which she covered up by being an athlete, and he didn’t care enough to address. They had three children that she couldn’t stand. She had a full-time housekeeper and two nannies to keep her kids from interacting with her. When dad was around, all smiles, as soon as he wasn’t, she would get as far away from the kids as possible. She also signed them up for loads of activities so that she never had to see them. They all were in therapy at very, very young ages.
I nannied for a couple of other families like this. Wives don’t work but don’t interact with their kids either. They just shop and lounge all day.
And there’s domestic violence in these families that’s super well hidden. I saw a husband inches from his wife’s face, shouting his head off because they were out of post it notes and me and the other nanny just kept right on cleaning because we needed the job.
Ugh. I hate rich people. They have the kind of problems that money doesn’t fix.
I realize I’m being a bit unfair to these families. Most of them were trying to do the right thing, but plain didn’t know any better. After the post it note incident, I stayed the night with that lady, I slept in her basement because she didn’t want to be alone. We sat on her couch and watched episode after episode of a dumb show until she stopped shaking. And yeah, I did tell her she was being abused.
I had more ugly experiences than good working for the wealthy. The thing that upset me the most were these mothers who had had multiple kids, had no need whatsoever to work, and couldn’t do the most basic things to nurture their children. It messed the kids up a lot, and then money was thrown at the problem, rather than love.
There are good rich people, I’m sure. I’ll let you know when I meet some.
28. The Windblown Wingman
I used to be the assistant of a celebrity photographer in NYC. Mostly hip-hop celebrities and New York nightlife. This guy slept with so many women behind his wife’s back, it was obscene. Once there was this model who needed portraits taken, but my boss was sleeping with her and his wife was suspicious. So, he had me take the pictures instead. Except he drove me there with his wife but had to drop me off across town, so his wife wouldn’t know where I was going. Had to walk 20 blocks to get to the model’s apartment.
Also, if we worked until 3am, which was common, I would have to crash at his place or else I would have to sit in Penn Station for hours until the first NJ transit train. He made me sleep on the floor, even though he had a couch, I had to sleep on the floor. Everyone involved in the NYC upper class are horrible people just waiting to screw you over.
27. Direct This
Over the summer one year, I signed up to be an extra for a film by a man who had won a fancy award for directing a particular film because I liked theater. When I got there, I actually ran into the director almost immediately, who proceeded to tell me that I would no longer be an extra (even though I said twice ‘No, sir, I’m supposed to be in these three scenes’), and instead would be his wife’s assistant for the day. She wasn’t in the movie. She was just observing all day. But she still had a change of clothes for when she left that needed to go in a dressing room (again, even though she wasn’t acting in the movie).
The guy, from what I can tell, is just the egotistical kind of wealthy, and not actually SUPER rich, but the award went to his head and he used it as an excuse to treat everyone on set like trash.
26. Generally Awful
So, I will delve into the realm of public knowledge of what happened while I was working for a couple generals. I was a “Driver” which basically meant that I was responsible for a whole host of things besides actually driving them, from getting them food three times per day, making sure their personal quarters were clean while deployed, laundry, dry cleaning, and making sure that their uniforms were properly put together.
One of the Generals that I had the “pleasure” of working with was a terrible person. He had a long running affair with a subordinate female officer that became very public. During the course of this affair, she persuaded him to fire people for no reason, he used government money for travel to see her, she would write emails from his account to accomplish her bidding, and so much more. Used his rank to coerce female subordinates to send him nude photos.
General #2 was reprimanded for writing an inappropriate email but was otherwise a good guy.
General #3 was a really good person, and the worst I’ve seen him do is pour something from a flask into his coffee before a Monday morning meeting.
25. The Devil Tries Her Best
CEO boss lady was built like a linebacker. I’m 115lbs wet and small. Her demeanor, devil wears Prada without the earned respect in the industry to somewhat justify its inhumanity.
When I had a seizure in the office (don’t have to mention that it was stress related), she climbed on top of me and shoved a stapler in my mouth, so I would not bite my tongue. Didn’t get off when a nurse told her she was making it worse. Had to be pulled off by fire and EMS.
I mean she cared, right?
24. Don’t Ask, Don’t Dry Clean
I used to work for a company hosting luxury car driving events, where the customers came for a week or a weekend to learn to drive the latest models on ice. Most of the customers were polite or even nice, but whenever we hosted the Russian groups, everyone knew all bets were off.
These guys had never heard a no that couldn’t be turned in to a yes with a wad of cash. The most memorable incident was when two of them flew in three (assumed) Russian prostitutes for a gang bang, and had their driver drop said prostitutes off at the airport the next morning just before picking up these guys wives from the same airport. I was told by the cleaning stuff that the room they’d used was covered in blood and feces amongst other things.
23. Proxy Parenting
He wasn’t super rich and powerful, but I used to work for a pretty reputable set of attorneys a few years ago. I started off file clerk and went up to receptionist. Anyways, one of the attorneys specifically just did not got a damn about his kids whatsoever. He didn’t know their ages or their birthdays. He would have the office manager mark down all these things on her own personal calendar so that she could prepare gifts and whatnot for their birthdays.
He even had her paying all their bills and rents [some were in college] with his checks. One of his stepdaughters worked there for many years and he would sometimes forget about her and leave her in the office alone. She would have to call just to get picked up. The attorney was a pretty crummy guy but his complete lack of interest or care in his children’s lives always disturbed me.
22. Worktime is Playtime
My first job was being an assistant to the CEO of a small warehouse-based wholesaler operated as a pet project of a very rich man. The owner had a five-year-old toddler at the time and calling the kid spoiled would be like referring to the Pacific Ocean as “moderately damp.”
This was one of those situations where it was crystal clear the kid had never, ever been told “no” to anything or had any sort of discipline. For some inexplicable reason the owner would bring him to work almost every day and let him run free. As the warehouse and accompanying offices were one large interconnected building, this often meant there’d be this toddler running around either breaking things, unpacking boxes and generally making the entire warehouse staff’s jobs a ton more harrowing than they should’ve been as it was quite clear that making the kid angry in any way would result in the culprit losing their job (which did happen at least once during my time there).
When I wasn’t refilling the coffee pot, xeroxing or running cat5 cable, the vast majority of my time was spent trying to keep the kid away from the shipping conveyor and the other places in the building that could deliver a quick and painful death to the unwary.
21. High-Priced Trauma
I worked for a psychiatrist. We had some VIP clients. One client was the gay lover for an old man, the old man’s family happened to be the family that owns one of the major pharmaceutical companies. The story went that the rich man took a liking to this lover of his while he was in his 30s and the kid was in his…well 13 or some such.
The rich guy just buys the kid from the family to be his lover. It was in the late 70s or 80s. I worked with them, let’s just say later. Their lifestyle was sort of like this “take Private jet to France, rent 5-star hotel penthouse, party like hell for a few days. Take Private jet to Rome, rent penthouse, party like hell for a few days…” you get the drift.
Had some other interesting cases too, safe to say same rules don’t apply to the super wealthy as us regular mortals.
20. Parting Gifts in the Porcelain
Not an assistant per say, but I did have a short-term IT contract gig at an investment firm of some kind, (small business HUGE money) don’t think anyone there wasn’t some three letter job title millionaire. Got to observe some bizarre stuff.
Most of the offices (for the upper-up…. Actually they all seemed to be “upper-ups”) had private bathroom. If someone was out for a meeting or whatever offsite multiple people would intentionally take the nastiest dumps in that person’s private bathroom, and not like one person, like six or seven in series performing some kind of pre-planned unholy train of war, stench and destruction.
Seriously, they timed this. Giggling like a bunch of prep-school teenagers in suits that cost more than my paycheck.
And the messed-up part, it was like a routine thing around there! Everyone was doing it to everyone else. Guy would come back, find his private throne closet reeking of death and colonic waste demons hanging thick enough in the air you could distort visible light, and be laughing their asses off “LOL! Oh you guys got me! Har har! Got em good this time.”
What made it more unsettling was there seemed to be a kind of etiquette system built in to the activity too, apparently if someone was actually mad at you, they’d skip flushing, or run hot water to add “extra steam,” AND half the time the victim could accurately name the last person who’d attacked the bathroom.
19. Too Rich to Raise Your Own Kids
I used to be a preschool teacher at a very expensive day care in a wealthy town (I had to commute up to an hour to get there). There were some good parents who had their kids there, but there were a lot of bad parents, too. Many rich people have kids for ornamental purposes: the Johnsons had a cute kid, we need to have one too. It’ll look great at the company picnic! Many of them are obviously people who do not want or like children and expect us to take over their parental duties. Some of the more memorable stories:
—One kid from nine months to four years was dropped of at 7 AM when the center opened and picked up at 6 PM when the center closed. Often, they would show up late and just pay the ridiculously high late fees. This meant the teachers were basically held hostage, since they legally can’t leave if the child is still there. When they actually started to get in legal trouble for this, a nanny started picking him up. The kid never interacted with his parents.
—On a picture day, a mom showed up 40 minutes late for when her two-year old son was scheduled to have his class picture. She complained to the manager that she had been unable to see his “first class picture,” so I had to go help herd a whole class full of crying toddlers back to have their picture taken, again, so some trophy wife mom didn’t have to miss her yoga class.
—Big problems with a lot of parents not coming to pick up their sick kids. State law requires us to send the kids home if they have a fever or are vomiting, but many parents obviously put work first. The law also prohibits us from taking them back until they have been symptom free without medication for 24 hours, but sometimes a parent with enough clout could complain enough to get around those laws, unless a teacher complained and threatened to report it. One parent tried and failed, and her daughter came back the day after supposedly all better. Her teacher caught this three-year old girl taking Tylenol her mother had given her, put in her pocket, and instructed her to dose herself so she could hide the fever. Everyone in that class soon got sick.
—Two boys who were obviously developmentally backwards would come in dirty and with full diapers almost every day. A teacher once marked the last diaper she put on one boy before he left out of curiosity, and sure enough that same mark was on the very full diaper he arrived in the next day. Apparently, the daycare workers were the only ones who changed them. Their parents continually brought them to the preschool in their pajamas, sometimes without shoes, for an eight-hour day that includes outside play, with no change of clothes. When called about the lack of proper attire, the mom just said, “We were in a hurry today; just keep him inside.” We had to explain that there was a whole class of kids, not just him. We don’t have staff to stay inside just with him. We can’t keep everybody else’s children from playing outside just because you “were in a hurry.” You have to bring your kid some damn shoes.
But that’s not even the bad part. These boys were not potty trained well beyond what is normal and would often freak out when someone tried to help them go potty or change them. When changing one of them, his teacher found KY Jelly and other physical signs of abuse. The teacher immediately reported it to the school and to Child Protective Services. This teacher had been keeping records of all these events, and an investigation was done. It was then dropped. The teacher, herself an abuse survivor, was furious and demanded a follow-up from the caseworker. The CPS worker assured her that it was a misunderstanding, she met with them and the parents were not the kind of people who would do something like that. She reminded the case worker about all the evidence she had documented about neglect, and was told “But ma’am, they have a million-dollar house!”
18. Side Gigs
Leader of company, that’s a subsidiary of another company, puts pressure on employees to work on his own side business that’s not affiliated with the company. Basically, he’s ripping off the parent company.
17. Tipping the Scales
I worked at a country club in Boynton Beach, FL called Hunters Run. Nastiest people you could ever meet. Granted there were a few gems but 90% were self important pricks (women worse than men for whatever reason). They would talk bad about me right in front of me as if I wasn’t standing there.
I worked a golf job that was usually a job you get tips, normally you get compensated more hourly if you’re not getting tips. Not the case, members were known to rat out any member they saw giving a tip and then that employee would be fired…
16. Where Did the Dollar Go?
I used to work at a luxury car dealership as a mechanic. When the market tanked in ’07-’08 we were all convinced to take a dollar per hour pay reduction. That year… THAT YEAR the owner bought a Maserati and we all got watches for Christmas for hitting some goal.
15. We Help the Helpless
I worked for a guy who was old money.
He was a waste of space. He couldn’t load a stapler. He didn’t bring a knife for his bread, so he stole a co-worker’s scissors. I got him lunch once. He was upset I didn’t get his half Dr Pepper half Sprite. Like I should have divined that.
But he’d throw temper tantrums. I remember I set him up a three-day itinerary. Just this gorgeous set up, multiple page folder, every event by the hour. He loses it. Left it in the rental car TO the airport. So, I had to anticipate 12 calls over the next three days to tell him where to go. He couldn’t figure out email on the road. There were a few times he had to hand me over to a hotel clerk or registrar for an event because he couldn’t follow my instructions. He was flipping out on me the whole time. He wanted me to overnight him another itinerary for $120 or so on the last day. I explained the situation and the price. The last day was drop car, take flight. So, I did. Then he then complained I mailed it to him.
14. Blood Money
I witnessed a murder while body guarding Nas back in 2002 in a decent neighborhood in the Bronx after a Bar Mitzvah he performed at. Not even kidding. Three white dudes were popping off over an oxy deal gone bad (come to find out) and just start slammin’ toasters right in front of our tour bus. We about all crap ourselves and hit the deck. Pills and blood everywhere… just scattered like chicklets on a scarlet and blacktop field under the neon lights of the city… and three dead guys…
13. Spend Like You’re Going Broke
He was completely delusional. He walked around and bought items like he was a prince. Spent $1,000s on clothes in one sitting and would buy drinks for people at the bar. His bills were examples of the rich and don’t care attitude. Then one day he asks me to print out his banking info and credit score. Turns out his $100,000 in debt, despite pulling in a six-figure salary. His spending habits were insane.
12. Bob the Bored Builder
I used to build houses (specifically plumbing) for the ultra-rich folk in a liberal city. Like having a $350,000 plumbing system in a 4,000 sq. ft. home rich. Before I moved on to another company there was a major flood which happened in the county and damaged virtually every house there. Lots of repairs and such was required. About a year later one of the rich folk, who we had built an estate for a few years earlier, had toilet troubles (the sewer on the street settled and disconnected his houses drain connection and it started backing up). He had the contractor come in and carpenters tore out the walls underneath the toilet and I went in to look at the pipes. I got to hear the contractor (who married a multimillionaire and started a construction company after he got bored of being rich and doing nothing) and the homeowner talking about their experiences during the floods.
Both of them sounded exasperated and stressed just thinking back about the floods, but the contractor who lives out in the rural county complained about how the county tried to stop him when he had a crew of excavators and other equipment start redirecting the flow of the river which flows next to his house to stop the water from damaging his property. Like he seriously couldn’t understand why they would have a problem with him hiring a crew of heavy equipment and redirecting a river during a flood on a whim with no permission or even contact to the environmental agencies. The homeowner then talked a bit about how much the possible damage to his house kept him up at night and made him stressed. This was a dude who spent $25K to resolve a backed-up toilet which he could’ve just called the snake’n’rooter to clean out for 200 bucks and then a sewer contractor to replace the broken connection for a grand.
I was just standing on a ladder with my head up in the ceiling while they each spoke about spending half a million dollars in a few days to protect their houses.
I left after four years of building houses for these guys because none of ‘em had daughters my age. I’d love to marry a rich girl and start a part-time plumbing company once I got bored of being rich.
11. One Man’s Castle Is Another Assistant’s Prison
I’m a personal assistant for a doctor. He asked me to clean his apartment which is one of the nicest places in town. As he’s showing me through all the doors to actually get to the apartment (place is like a fortress), he slams each and every one in my face.
10. More Income, More Intergenerational Problems
My mom works in a family owned business, and while the owners aren’t excessively rich they’re definitely upper class. I think the most messed up thing that I know about them is just how they treat members of their own families, let alone strangers.
First story: The founder of the company fell and broke his hip when he was around 80, and since he could barely walk around on his own anymore let alone run a company he finally retired and gave the company to his daughter, who then put him in a home, never visited him again for his entire life (He passed away at age 92, btw just to give some perspective on how long that was), and almost immediately began to drive the company into the ground.
On to the second story: This was around three years after the daughter became the owner of the company. The new owner’s grandson is hired into basically the same sort of secretary job my mother has. Now it’s a bit of a long story, but he lives with his aunt who also works for the company, basically in the same job his grandmother had before becoming the company owner.
So, things are going fine for a while, then eventually he comes out as gay, and is immediately fired for some BS reason by his own grandmother. On top of that she demands that her daughter kick him out of her house or she’ll fire her too, but thankfully since she wasn’t a kid who just started working, and actually had money herself, she wasn’t taking any of that, and said she’d sue her mother if she fired her over it. Her mother backs down and thankfully the kid isn’t kicked out onto the streets, but he’s sure as hell not getting his job back. Then of course since he was fired all of the work he was doing is piled onto my mother’s desk.
Last story: So, a couple years back the owner decides she wants to get her house completely renovated. She has them start tearing out all the floors, all the tile in the bathrooms, pretty much everything but the foundation and the drywall itself. Slowly but surely things start to move forward, they start installing new everything, but then halfway through the installing she decides she doesn’t like the way it’s turning out and completely reconsiders her design. Now the company she owns sells things like flooring and tiles and such, so of course she’s buying from her own company. This might not seem that bad until you realize that means if anything at all goes wrong in the process she can go straight out into the office and chew out whoever happens to have the misfortune of crossing paths with her over it, because obviously it’s the IT guy’s fault that the tile wasn’t delivered on time.
Anyway, she redesigns the renovations, orders new materials and, lo and behold, they aren’t delivered when they’re supposed to be. So, she goes out to try to find out where they are (through screeching at anyone she thinks might know), and in the process at some point decides she doesn’t like that idea either. She then changes the plans for the renovations once again, gets them delivered, construction once again starts on her house, and this time she sticks with it. Then six months down the line fires three people because the second batch of materials that she never even used were late.
9. Too Rich to Pay
When I went to my home country, which is rather corrupt and less developed, it really surprised me on how many different slaves each family had for their daily tasks. Like you would have a slave do the laundry, and a different slave cook your meals, and another slave to clean your room. And the families treat their slaves like ABSOLUTE GARBAGE. They aren’t paid AT ALL, but instead get a package of rice, and nothing else, and if they don’t do their work properly, then they get beaten with a whip, and THEN get fired.
8. We Can Afford to Try Them All
I used to work as a private chef for a billionaire, living in Paris. He is actually a very nice and down to earth guy, treated everybody very well and was just a normal guy that had a lot of money.
One time we were at his private villa in southern France with three of his (also very rich) buddies. They flew in by helicopter some 10-12 smoking hot Russian models that stayed at the house and partied for five days. Lots of partying with good and expensive food & drinks, cocaine etc. At the end of the week, he had slept with every one of the Russian girls.
I’ve worked for a lot of really rich of people and would say that this is nothing unusual.
7. Spite Trip
I drive a limousine, often for wealthy clients. My least favorite are the children. One of my spoiled trust fund clients once insisted on picking up four friends from different areas of town. He convinces these people to go to the bar with him, but when we get there he kicks them out and has me drive him to the airport where he picks up a last-minute flight to Vegas.
6. Jet Set and Sick of Him
I’m an aircraft mechanic (A&P) and I used to work on the Gulfstream jet owned by a very big multinational corporation used exclusively by the CEO. At the time I was there, the CEO they had was a little… odd.
Keep in mind this thing costs tens of thousands of dollars an hour to operate when you divide acquisition costs, maintenance, fuel, and crew salaries with the number of hours flown.
He would have three meals brought on board for himself, so he could choose what to eat in flight. Maybe steak, instead of lobster today. But he would order a tray of sandwiches for the crew or non-VIP passengers, like his assistant.
If the flight was less than one hour, he would forbid the crew and passengers from using the lavatory, to save the pump out fee.
A pilot once violated this because really had to go and was fired.
He would sit in the back, so he could watch the other passengers and make sure they continued working instead of looking out the windows on company time (even VPs).
And my favorite, because it affected me: When he arrived for a flight, all maintenance personnel had to literally hide in tool storage until he was on board (and out of our line of sight) because the mere sight of maintenance people made him nervous about flying.
5. One Night Stand
Worked on a few mega yachts.
One that stood out was they hired a stripper from France for a one-time party in Florida and sent a private jet to pick her up.
4. Low-Class Attitude
I was briefly an assistant to a CEO of a large company in my country (I live in Northern Europe), and this guy was a real jerk to everyone. I just made coffee, ran with mail and copied things.
I say briefly because I only worked there for three weeks. I made an honest mistake, copying the wrong documents, resulting in a brief embarrassment on his side in an in-house meeting with some of the other big guys of the firm.
I got called into his office and knowing his history with previous assistants, I was visibly nervous.
He then began absolutely shredding me for 15 minutes, completely red in the head, spit flying in my face as he stood above me, basically ripping me a new one.
I started crying (This was my first job, and I was 15 at the time), and he stopped shouting. He took one finger to my chin, lifted my face up so I looked straight at him, and then he said “You’re a nobody. Don’t you ever forget that.” And then he threw some paperwork at me to let me officially know that I was fired (which I then had to pick up from the floor), and then he yelled at me to get the hell out of his office.
3. Disappear This Miss, Please
I may or may not have carried a coked-out girlfriend and a large amount of drugs out of my bosses house (CEO of a very large company) while she was covered in puke and cocaine so his wife wouldn’t catch him as she arrived home from her sister’s house a day early.
My old boss regularly cheated on his wife with any number of women. Well, he calls me one day, because we are friends away from work, and asks me to come to his apartment ASAP. I drive over there, and he’s blitzed, and this chick is laying naked in her own vomit (maybe his too) mumbling about something. He says he has to shower and clean the vomit up because his wife is ten minutes away so please “Get that out of here.” I grab the girl and help her to her feet and cover her up with a t-shirt. As I’m walking her out he yells for me to grab the party bag. The only bag is a Dopp kit. I grab it, jump in my car and drive off.
This chick is blasted! She doesn’t know where she lives and is sure she’s having a heart attack. So, I calm her down somewhat and reach in her purse and find her ID. Luckily, she has her current address on it and I take her home. I drive back to my house and pull into the driveway and remember the Dopp kit. I open it up and there’s a sugar cube sized piece of meth, three (approx.) grams of kind bud, and what has to be an eight ball of cocaine. Someone who isn’t me smoked the bud but sold, at way below market value, the meth and the cocaine. I got a steak dinner and a few beers later that week from the boss. Needless to say, I no longer work there.
2. A New Meaning to Filthy Rich
Worked IT for a small company, the boss was Mormon and so every nine months there was another kid running around. One day, he called me at home to drive across town and help him with his home network for some under the table money. The neighborhood was gated, and the guard was looking so far down his nose at my 1986 civic that I thought his neck would break.
The house was HUGE, but I knew something was wrong the moment I walked in the door. I have never seen such filth, I had no idea people could live like that. “The maid hasn’t come yet, sorry for the mess.” Yes, that man just said they use a maid service, so this was likely just a single week’s worth of filth. The high chairs in the dining area were absolutely surrounded by garbage and food, dirty clothes everywhere etc.
I guess when you have money you don’t even need to clean your room anymore.
1. Behind the Cash
I had a role that was nominally professional, in a firm which was, and is, one of the UK’s largest suppliers of household goods.
More and more I got diverted into “special transactions”—and when I jibbed at it, was initially threatened then fired. The owner of the business—a gentleman from a foreign nation where it’s still culturally 1949—was using the business to pay for his entire personal life, all his holidays, the apartment and care of his bigamous 2nd wife and family, and major bribes to leading political figures in his homeland.
Can’t say too much as case pending, but I understand half the board of directors of the firm that nominally employed me are now facing jail; I talked to the authorities after they fired me…
I also forwarded all the evidence to the ambassador of his home country. If they act on it, he’s in so deep, it can hardly be comprehended.
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