25 People Spill The Tea On The Secrets Of The Rich

Published 3 weeks ago

Money is often said to make the world go ‘round, influencing the decisions we make, how much we spend, and whether it’s worth it. However, for the super-rich, money is no longer a primary concern, which raises an intriguing question: how do people behave when money is not an issue?

To shed light on this, someone asked, “People who work for the super-wealthy, what have you seen?” The responses from those who work closely with the affluent offer fascinating glimpses into their unique lifestyles.

Read more

#1 I was a waitress when younger I had a super wealthy guy who wanted to date me but I wasn’t having it. Said no, even after his $500 tips. One day I came to work and he was there with a lawyer and he bought the entire steak house and bar I worked in. Then said “now I own this place we WILL hang out” I guess he doesn’t take “no”.

Image source: Generous_Hustler, cottonbro studio / pexels (not the actual photo)

He always told me “money talks and b******t walks” and every single person or thing has a price. He took me on trips, bought me a Benz and a small apartment. He would do WILD s**t. He was a very impatient person and sometimes would buy the line up of groceries for people just to skip the line? Just unforgettable insane things, I can list many! But when it ended it got bad, he paid people to follow me and it wasn’t good.

#2 Saw a Prince of Saudi Arabia in the early 90s throw money in a way beyond all imagination. Dropped about $100k for a single dinner for him, his wife, and his two children.

Image source: RacecarHealthPotato, Taryn Elliott / pexels (not the actual photo)

Shutting down the fine-dining restaurant in our hotel costs $30k for one night. Flew in his favorite chef from New York to Florida (where the hotel is), made enough food for our entire restaurant staff, his family, and the security staff from state, local, and federal forces he had with him, and tipped us a ridiculous amount, too.

He stayed at our hotel every year for several years and rented the top 4 floors of the hotel for a month. Had one 747 for himself and another for his staff which numbered around 400 people.

#3 Lots of pill popping to handle stress- especially before speaking engagements. People always viewed them as friendly, engaging, and fun. Little did they know that was a public persona thanks to copious amounts of Ativan. In real life they were picky, obstinate, difficult, and a nightmare for all of us employees to deal with. We had to remember all of these particular preferences and abide by them always.

Image source: beaux_beaux_, Henri Mathieu-Saint-Laurent / pexels (not the actual photo)

#4 The ceo of a company i used to work for offered to take me wine tasting, she said itd be free, apparently she spends so much money on wine from this vinyard that they get her a limo and free access/tasting whenever she feels like it…..

Image source: RoxoRoxo, Chelsea Pridham / unsplash (not the actual photo)

#5 Worked in the mail room at one of the BIG 10 and got to see a super wealthy persons tax return; it was 2 entire file boxes and this person was getting somewhere around 10 million dollars back on his tax return… he’s already super wealthy and he’s getting a lifetimes worth of wealth back on one tax return….

Image source: Mr-Noodles

#6 Did building maintenance for a wealthy family who had a “LEGO room” for their grandkids. This room was huge and had cupboards full of Lego and building tables everywhere. There were huge Star Wars ships and castles etc. all over the place. One day the kids were deemed too old for Lego and I was asked to dispose of it all. I carefully packed them all into bags and gave them to friends children. Many thousands of dollars worth. Man I was popular

The only one I kept for myself was a small Fallingwater build of Frank Lloyd Wright’s. Apparently quit collectable by architects.

Image source: seabreaze68

#7 My favorite story to tell: I was working a catering event for the guy who owned Tupperware… old guy, very wealthy, insanely beautiful nice much younger Latin dancer wife. I had fun I like working hospitality for nice people.

I was putting their food away and she showed me to her Tupperware pantry…… the whole house was beautiful and neat…. Except the Tupperware closet…. No joke I could not find a lid for most containers.

Image source: anon

#8 Private jet to deliver their dog and black car service (me) to pick up the dog then pick up an assistant off another private jet so she could dog sit while they voted on James Beard awards.

Image source: Rooster0778, Yuri G. / unsplash (not the actual photo)

Giving away all the furniture in a house to their domestic servants because it didn’t go with the new theme and was too much trouble to sell. This was very kind but I always think it’s funny that there’s a landscaper out there with a $50k couch.

Super rich guy asking his other super rich friends if they ever went to a low end bar and did a “human circus”. Said he’d pay people to do whatever he wanted. Said they were drunk and needed money and thought everyone was having fun. These guys were all obscenely wealthy and all his friends pretty much told him that was a f****d up thing to do.

#9 Did work for this guy, more so working with him.

Image source: Who_Dat_1guy, Álvaro Serrano / unsplash (not the actual photo)

we were sitting down at the table about to sign a contract and his assistant forgot “the” pen. apparently, this pen has sign all the deals that were successful in his early career and made him who is is, so he doesnt sign any deal without it. so he legit tells her to get on the jet, and bring it him immediately.

he “apologies” for the inconvenience by adding 20% to the deal…. money isnt an actual thing to wealthy people… its all a made up concept of unlimited 1s and 0s.

#10 Much, much smaller scale, but a colleague made an offhand comment about her kids needing red T Shirts for an art project at school. She said she was going to Run into Lord & Taylor or Bergdoff’s to get a “cheapy” shirt.

Me, in my head, normal people go to Wal-Mart for “cheapy” shirts.

Image source: breakingpoint214

#11 I was a nanny for landed gentry (the title of Sir and Lady get handed down to the eldest child, along with the manor house and lands)

Image source: Intrepid-Camel-9797, Keira Burton / pexels (not the actual photo)

Kids were packed off to boarding school at 8. It was heartbreaking. The middle child was dreading it, tears every night, literally sobbing himself to sleep in my arms.
Parents attitude was ‘we were like that too, so he has to do it’

Youngest was 2 at the time and would always prefer me to his actual mum. He fell over once and came to me for cuddles and kisses, didn’t even glance at his mum who was stood right next to me. She didn’t seem bothered.

Thing is the parents were actually pretty nice people, just not bothered about child rasing in any way. At least they didn’t insist I use their titles, like some of their friends did with their staff.

#12 My friend was a security guard for an elderly widow of a Dallas oil baron who lived on White Rock lake.

Image source: NiteGard, cottonbro studio / pexels (not the actual photo)

She had a full time private chef and kitchen staff, although she lived there alone. He said the chef would cook huge beef roasts, turkeys, brisket, all kinds of food every day just to have available in case the old lady wanted something, which she rarely did. They weren’t allowed to give the leftover food away to the staff or anyone else, but had to throw it out every single day. And when the old lady requested ice water or iced tea or lemonade, if even one ice cube had cracks in it, she would make them throw it all out and make it again.

#13 My boss has a wooden covering to what once encased an ancient Egyptian mummy. He is elderly and we were preparing items to be shipped to his daughter who lives over seas. We didn’t send it because it is a known stolen artifact and will be confiscated at customs.

Image source: LilaJax22, Narciso Arellano / unsplash (not the actual photo)

#14 A customer writing a cheque for $5+ million for equipment and casually handing it over to us while making jokes.

After he left we took turns holding it because when would the opportunity come up again to hold $5 million dollars in your hand in any capacity?

Image source: owlsandmoths

#15 Custom cabinets made and installed only to be taken down and tossed in the trash because they decided the color they picked out wasn’t the right vibe.

Image source: Kitty_Styles, Pixabay / pexels (not the actual photo)

#16 A wealthy French family liked to visit their “weekend home” at least twice a month. It was a frickin castle in the country. Out of curiosity, I asked the daughter if they inherited it. She responded that there was too much drama involved with the inherited castle which caused fighting amongst her uncles and aunts…so they simply “bought their own castle”.

Image source: hopeful_tatertot, Phil Desforges / pexels (not the actual photo)

#17 Not me but an acquaintance of mine works as a senior engineer on huge mega yachts. The husband is barely there but the trophy wife (No 5) tens years younger than his youngest daughter, lives in it most of the time. All of the staff know to stay clear of the sun deck between 11.00 and 12.00 every morning. She comes up from her cabin, 3 stiff gins in and cries for an hour before lunch to herself. Every, f*****g, morning. The added kicker, the yacht is named after his first wife.

Image source: Cotford, Rachel Claire / pexels (not the actual photo)

#18 Had a Client who purchased a newly built penthouse apartment and wanted a jacuzzi on the balcony. It would’ve meant a structural column was needed in the middle of the balcony below which the contractor who built the apartment block wouldn’t go for as it would impact selling that apartment.

Client buys the apartment below, approves the column, jacuzzi is installed, then privately sells the apartment below. Voila problem solved.

Image source: Embarrassed-Floor407

#19 I’ve worked in private banking and I can’t say too many things but the weirdest example by far was a billionaire client who employed a private detective or intelligence officer to create a file on me, complete with photographs they took of me going home from work.

Image source: John198777, cottonbro studio / pexels (not the actual photo)

I think it’s safe to say that I’m talking about the kind of billionaire who is linked to a head of state, your average new money tech billionaire doesn’t have this kind of security operation.

He said that his security team produce a file on everyone before they walk through his door and he advised me to tighten up my online security.

#20 I got stiffed by the super wealthy. They didn’t feel like paying me, so they didn’t. And they got away with it bc I was poor and powerless and scared shitless to take on someone who could whoop my a*s in court or even socially.

Image source: Ninac4116, Brock Wegner / unsplash (not the actual photo)

#21 When I lived in New York, I worked at a highly regarded hotel, the kind where you would see celebrities every other day.

Image source: Ali8ly, Natalie Bond / pexels (not the actual photo)

I had my fair share of what the f**k did I just witness ones that stood out to me was when a guest rented out a honeymoon suit just for their cat.

I know it sounds made up, but rich people are weird, and so is New York.

#22Pumped a bunch of money into the Malibu City counsel in order to change a few seats. This would allow him to have the local ordinance changed so his front doors could be taller than 20 feet.

Image source: TrickHot3130, Hansjörg Keller / unsplash (not the actual photo)

#23 Not directly for them but I worked at a summer boarding school in France for rich English kids.

Image source: TheLordofthething, insung yoon / unsplash (not the actual photo)

Parents would send the kids to us and jet off for the season. One kid bounced wrong on a bed messing about and flew through a window, lacerating his liver and almost bleeding to death. He was in hospital for two months with various complications before being moved home. The parents never came to visit, never even spoke to him. After two weeks his au pair or something came for about three hours. Some of those kids were little bastards, but it was very clear why.
I also worked as a sailor on a few rich folks boats. They were always super nice, if a little clueless and overenthusiastic.

#24 Spending $30k+ every year on Christmas decorations.

A safe, with a mirror for a lid, right next to the slopeside hottub. It’s literally a safe meant to do cocaine off of.

This one time they had to delay putting the roof on the building a couple days because they had to *helicopter in* a dining room to the penthouse – a single plank of redwood like 7 or 8ft x25ft.

Cool hidden doors to even cooler hidden rooms.

Firepole or indoor slides for the kids.

“Oh that’s located over in the children’s wing”.

Clawfoot bathtubs carved from a single piece of marble.

Image source: getdownheavy

#25 My dad was friends with a Spanish rich dude because they shared some love for old cars. My dad had one, rich dude had many. Thing is, these people had a maid that worked for them since before this rich dude was born. His parents were never around so she was the one to actually raise him. She fed him, took him to school when he was a child, everything your parents would do for you, this maid did. She had been working in that comically large house for over 30 years. Other staff such as cooks, cleaners, etc would come and go but she was almost part of the family, we thought.

Image source: KalzK, cottonbro studio / pexels (not the actual photo)

One day rich dude decides he wants to move to the US and sells the house. What does he do with the maid? He just fired her over the phone. He never even said goodbye to the woman that basically raised him. And so I learned that rich people don’t consider the poors to be the same kind of human being as them.

Shanilou Perera

Shanilou has always loved reading and learning about the world we live in. While she enjoys fictional books and stories just as much, since childhood she was especially fascinated by encyclopaedias and strangely enough, self-help books. As a kid, she spent most of her time consuming as much knowledge as she could get her hands on and could always be found at the library. Now, she still enjoys finding out about all the amazing things that surround us in our day-to-day lives and is blessed to be able to write about them to share with the whole world as a profession.

Got wisdom to pour?



money, rich, rich habits, spill the tea, super wealthy, wealthy habits
Like deMilked on Facebook
Want more milk?
Hit like for a daily artshake!
Don't show this - I already like Demilked