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85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
CuriositiesAPR 22, 2026

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered

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Everyone likes to splurge now and then, perhaps adding something to their collection, getting first class tickets or just a sweet treat after a long day. But as with everything in life, more money gives one access to new realms of possibilities.
Someone asked “People who have worked for the wealthy/rich, what is the most bizarre luxury you've heard of?” and netizens shared their examples. So get comfortable as you scroll through, prepare to do the mental math on sending a private jet for some pizza, upvote the most interesting examples and be sure to share your thoughts in the comments down below.

#1

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
I caddied for a guy who has an underground tunnel connecting his main house to his guest house and I asked him why and he said “because it gets really hot outside and I don’t want to walk out there”.

Absolutely wild.
16points

#2

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
I used to walk a golden retriever who had his own apartment. The elevator went straight up to his floor. His only neighbor was his owner.

SanJoseCarey:
The house across the street from me was occupied for over a year by 3 cats! Someone came by twice a day to feed them and clean the liter box. Now the guy who was feeding them lives there too, rent free as long as he takes care of the cats. Deal continues until the cats [pass]. He likely has about 10 years ahead of him on this “lease”. Home owner is an animal lover and doesn’t need the income from the rent.
14points

#3

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Security personnel to keep his vengeful mistress away from the family events.
14points

#4

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
When I was in high school, I was hired at a local estate to wash and dry the elderly ladies in residence's hair. There were two of them, in their late 80s/early 90s. Huge stone mansion on a lakeshore bluff. I washed their hair in a regular pedestal sink, as they leaned forward from a wooden bench seat. Both had white hair that was down to their hips, kept braided. I was there one week, and Miss E's hair went down the drain and became stuck! I freaked and fessed up, to which she calmly told me how to free her hair via a trap valve, and it worked! I was beside myself but she calmly said it happens a few times a year and not to "fret, dear." She was incredibly chill.

They had two separate rooms full of Wedgewood China, but each room had different colored pieces. It was incredible. My mom and aunt worked there, cleaning. Different times and circumstances.
14points

#5

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Day nanny. Night nanny. Weekend nanny. All of the kids were school aged. The kids were so overcome with excitement when they got to spend time with their parents, one of them would get physically sick.
13points

#6

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
My friend worked for a rich guy as his errand boy - used to send him down to the casino with 50s to play slots for him and let him know if he wins.
13points

#7

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
$10,000+ a month on designer Dior skin care but she looked like Magda from Something About Mary. Also spent thousands a month on “sacred water” that her so called “guru” had her convinced was special magical healing water that would reverse aging and remove toxins and negative energy from her body.
12points

#8

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
A friend of mine was a butler for Bruce Springsteen.

Showing my age here, but anyone who grew up watching Fresh Prince will immediately think: "oh, rich people, butler, that's nit particularly odd", and you'd be correct. Plenty of rich people have butlers.

What made this so strange, was that my mate, was a butler at one of Bruce's holiday homes.

Bruce would, apparently, spend somewhere between 2 - 12 weeks per year at this property, yet, would maintain and pay a full complement of staff year round. At any given time, fully employed, there would be 2 butlers, 3 cleaners, 2 cooks, a pool technician, and several landscapers.

They were all employed, (and housed), at this property full time, year round, just in case The Boss felt like dropping by, or if he had some friends who needed a place to chill.

Paying the best part of 10 people full time wages, just on the off-chance you visit a property for a brief interlude, seems absolutely wild to me.
12points

#9

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
A support yacht that follows their main yacht everywhere.
11points

#10

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Not as exciting as the other stories but i know a man that gave a lot of money to research. His husband was a very wealthy and influential man and they had multiple life insurances they forgot about. When the husband passed away unexpectedly, the man rediscovered the funds. He decided to use the money to fund as many research projects as he could. Their extended families weren’t happy. I got a chance to have dinner with him and I was blown away by how normal he was.
11points

#11

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Just regular rich, not billionaire rich, but I sold some art to a lady who had a wine fridge in her walk in shoe closet so she could have wine while she picked out her shoes…..
11points

#12

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
I was the divemaster leading dives for a wealthy couple. They liked the local diving on Monday. By Friday they bought a house.

Next trip to the island they decided it would be easier diving if they had their own boat. Bought a 34ft dive boat. Then decided they might want to move it from one side of the island to another depending on dive conditions so bought a trailer and truck to tow it with.

Then decided it might be easier if they had their own scuba compressor to refill tanks at home.

All this for maybe two weeks per year. Just charter a boat for the time you are on island.
10points

#13

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Huge fully kitted out kitchen. Nothing to make food with (pots, pans, utensils) and 2 barren fridges.

I was so excited to make some food in a pro level home kitchen, but they didn’t even have salt… They had someone bring in 12 different varieties of salt before I started cooking that were purchased from a boutique.

Oh but the wine and spirit selection was top tier.
10points

#14

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
I'm a woodworker so I need it to make money. Dry wood specifically. I met someone who owns a different company and also a wood kiln. He has a 5 acre warehouse with stacks of rare wood worth millions. Some is endangered and can no longer be imported. He does not do woodworking. He bought it all as a precusor to a hobby he probably won't do anything with. Some stacks are worth 100k a pop. The kicker, he wants to wholesale stuff I make without paying me up front for orders.
10points

#15

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
One summer in college I worked for a tree company. We were cutting down a few trees as part of a big landscaping project at a mansion in Greenwich Connecticut. Place was huge. These people also had a house in Colorado and there was a rock there that they wanted to add to the Connecticut project. So they paid for the engineers, crane, riggers and trucking company to move this rock, about the size of a car, from Colorado to Connecticut. Chained it down on a flatbed and drove it across the country. A rock.

I was getting paid $4.40 an hour and had to buy my own safety gear.
10points

#16

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Tyler Perry bought 2 (alcohol) bars that came off a sunken ship, had them restored and installed 1 in the house and the 2nd in the basketball court/ballroom under his tennis court.
10points

#17

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
My stepfather is head of security for a hedge fund billionaire. some wild stuff i have heard is:

$500k a pop on 3 armored and bulletproof escalades.

sent him to pick up a new car for his wife, a Bentley. she didn’t like it so he sent my stepdad back to pick up a maybach for her instead.

has sent my stepdad across the country on his private jet in the am to pick up food just so he could fly back that afternoon so this guy would have dinner.

he is a big mercedes guy and according to my stepdad, has about 50 different ones dating back to his very first one he got over 40 years ago, all in immaculate condition.

he is very generous though. for my brothers 30th, he flew my mom, brother and stepdad on his plane to NYC, put them up in a crazy hotel and got them front row for billy joel at MSG.

i am sure there is other stuff that i have been told and am forgetting… but billionaires are a completely different breed when it comes to spending money.
10points

#18

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Pizza from a local joint in The Bay Area. Delivered to his yacht….. off the coast of Costa Rica.

I contacted the place, had them par-bake the pizzas. Took them to another place to blast freeze them. Packed them in dry ice and chartered a plane to fly direct to CR. Sourced a pizza oven that went with the pizzas. Chartered a seaplane to fly it off the coast to deliver. $200 worth of pizza for $1.3M!
10points

#19

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
A girl I met on vacation worked on super yachts. She had one client who was saudi royalty. Thought he was too good for toilet paper so he would wipe with towels and leave them on the ground after.
10points

#20

85 Rich People’s Employees Share The Most Absurdly Expensive Luxuries They’ve Encountered
Buying accolades. My best friend canceled a date with me because his father was accepting a prestigious award by the city for his humanitarian work. I congratulated him and said I didn’t know his dad did those type of work, he said he didn’t he bought it lol.

Also would like to add, when you’re wealthy it’s no longer about money but status. It seems that you’re no longer competing about money, who has a bigger house, car, etc but things that are not easily obtainable (like awards). I now look at Oscar’s, Grammys differently now.
10points
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