20 of the Wildest Things Witnessed by Assistants to Rich People

Maybe Lucille Bluth wasn’t such a far-fetched character after all
20 of the Wildest Things Witnessed by Assistants to Rich People

A Redditor once recalled the time they were employed by a reality TV celebrity and were routinely sent to the grocery store for roughly $30 worth of groceries. The celebrity was so out-of-touch with the price of basic goods that she’d give them $500 for the shopping list and say, “Keep the change.”

They decided not to rip her off and remained honest about how much was actually spent, but the story has a real “I mean, it’s one banana, Michael. What could it cost? Ten dollars?” ring to it.

Other Redditors have marveled at the wildest things they’ve experienced while working for the rich, including a tale about The Beach Boys’ rider that puts some divas to shame.

Synux 10y ago I have a client who was born into wealth and lives the trust-fund lifestyle. Her chiropractor told her that her private jet was responsible for her back pain so she bought a bigger jet. She keeps the old one though because one time she had a vacation extended two extra days because her jet needed a replacement part. Not one to be told when she can leave paradise, the junky jet now flies chase wherever she goes just in case there's another inconvenience. 5 Share ...
celebritynoodz 10y ago . A friend of mine was a personal assistant to a woman who got a new dog every year. She'd get rid of last year's dog because she didn't like them once they grew up. Like WTF?? 6 Share ...
girlface . 10y ago . Edited 10y ago e Was assistant to rich guy who routinely had me buy two first class plane tickets so nobody could sit next to him on the flight. + 14 Share ...
 10y ago . 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. 20 Share ...
brorager 10y ago CEO boss lady was built like a linebacker. I'm 115lbs wet and small. When I had a seizure in the office (don't have to mention that it was stress related). Her demeanor, devil wears Prada without the earned respect in the industry to somewhat justify its inhumanity. 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? + 400 Share
bad_thrower 6y ago My boss once asked me to order a bouquet of flowers to send to his wife. No particular occasion - just because. However, I could spend no more than $35, including delivery fees... and I has to come up with a romantic message to put on the card. Не said, just put something in there that you'd like to hear. I also had to cover for him in case his wife stopped by while he was out on a business lunchwith an old friend. + 20 ...
noahswetface 2y ago i worked previously in an extremely high pressure environment in an intense industry for a CEO that hated his life. had more than enough to retire for the rest of his life but hated his home life, wife, and kids. he took any mistake you made as a personal jab at him. i left the day he picked a something off his desk and threw it at me when i had my back turned. before this, he would have the most intense temper tantrums and speaking to him was like being an overworked and underpaid therapist. + 15 Reply
Gorl08 0 2y ago 9 I supported a lawyer who copied me on all his emails, even the ones to his mistress. ALL HIS EMAILS. I read things I never wanted to know. + 9 Reply ...
Queen_of_summertime 10y ago Не was completely delusional. Не walked around and bought items like he was a prince. Spent $1000s 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 6 figure salary. His spending habits were insane. + 114 Share ...
ThislsMildlyRelevant 10y ago Edited 10y ago I used to be the assistant of a celebrity photographer in NYC. Mostly hip hop celebrities and New York nightlife. This guy fucked so many women behind his wife's back, it was obscene. Once there was this model who needed portraits taken, but my boss was fucking 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
Ranndym 10y ago The сто of an IT company I worked for was born into a rich family and didn't know how to talk with his inferiors. Не 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. Не 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
QueenofDemo 10y ago Edited 10y ago Over the summer one year, I signed up to be an extra for a film by a man who had won an oscar 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
 10y ago I interned at a production company. The CEO made me go get a new Blackberry for him. Took 4 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 fuck 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 fuck have you been doing for 4 hours?!?! Well I was... SMASH And he threw it on the ground. Literally. Just smashed it.
capnd 10y ago 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
allenahansen 10y ago . Edited 10y ago 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.
daveyhh 6y ago I worked for a reality tv celeb, she was completely out of touch on how much basic things would cost. If I had to go shopping at store for her, she would give me $500 for maybe $30 worth of groceries. She'd tell me to keep the change but being honest I'd always tell her the real cost of what she wanted me to buy. I think she appreciated the honesty from me but it was insane to think if she had someone else how much they'd take advantage of her. + 26 ...
 10y ago I became friends with a colleague, a delightfully wealthy man and a minor member of European royalty. Не wore bespoke suits on his time off, like, he specifically had them made for lounging. Не had a £12000 walking suit. Не 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. Не was in his 40s and led an active social life, but always had
 10y ago . 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. + 608 Share ...
therachel2010 10y ago I don't know if this counts, but two years ago (I think) I was a personal assistant to the Beach Boys for their Fourth of July show at the Stadium of Fire. There were a few of us who were sent out to do errands for them and do whatever they wanted. They were horrible. They wanted bowls of M&Ms, but not the red ones, and 200 towels for them and all their group, but the towels had to be bought that day and washed at a specific laundromat. So we got their damn towels, but it
IWishIWasVeroz 10y ago e I had to inventory every thing in this guys estate. I mean everything. I had to inventory his tissue boxes. 1 Share ...

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