15 People Who Have Had A Peek Behind The Uber-Rich Curtain Share What They’ve Seen

Most of us will never know what it’s like to be born or earn our way into the kind of money that changes the fundamental way we live – which could be one reason we’re so curious what it would be like.

These 15 people have jobs that let them peek behind the curtain, and here they are, willing to satisfy just a bit of our curiosity.


15. The gulf is substantial.

My college roommate was from a pretty wealthy family in Thailand, but his friend was from “the 8th richest family in Thailand.”

One day I was sitting on the couch exhausted after working a 14 hour shift when they came in giggling about how the guy just bought a $9000 jacket.

I’ll never forget that feeling.

That was pretty much exactly how much money I was killing myself to make to pay my tuition that semester.

14. Her love language.

I became personal friends with my boss and his wife; super nice people.

The wife turned out to be an heiress and would buy me whatever I mentioned, like in passing during a conversation.

I learned gifts were how she was raised to show love.

I’ve trained myself to only talk about things I already own, unless I find something useful she might like and suggest it for her.

13. Sure, sure whatever you want.

When rich people want to buy a Jaguar in the UK they get assigned a special sales person who is incredibly knowledgeable, they meet in a special fancy office, and special arrangements can be made. This was my friend Chris job, he had access to things that a normal Jaguar sales person wouldn’t have. Like he could ring up the manager of the factory for special requests level of access.

Well a Saudi Price wanted to buy this new Jaguar that had been released, so they met up and spent a full day specing the Jaguar out. I believe the final price was something like 125k for the vehicle.

Then came the decision for color, at the time the factory had 16 different color choices for this model. The Prince asked if he could sleep on it as it was getting late and almost time for dinner/prayer my friend Chris says of course and they set a time to meet the new morning.

The next morning the Saudi price is like “I figured out an acceptable solution to my color dilemma” to which Chris goes “And what would that be?” the Saudi Prince goes “i’ll order one of each color”

And my friend Chris is like O well of course. They quote delivery time, Saudi prince was fine and asked for his options and was presented with ocean travel options to which the Prince said “what about air cargo?” Chris thinking maybe they’d do 1 or 2 by air cargo and the rest by boat, the Prince was like “No I want all 16 vehicles loaded on a plane, and flown to Saudi Arabia”

So thats the story on how 16 of the same Jaguar with different colors ended up being flown to Saudi Arabia all in the total cost was around 2.5 million.

Please note the prices should be £ not $

12. They don’t do inconveniences.

I did IT work for a tiny little private company like the owner, his brother, and me. guy called because his new pc wouldn’t turn on and it’s like 3pm he was 100% willing to pay for me to drive 5 hours one way to get it working today because he wanted to play games today.

Ok so 5 hour road trip one way and the address is this huge mansion 100% thought I was in the wrong place. Use the intercom at the gate and nope this is the place, guy and his wife are really cool and the dude had built his own gaming rig… it was absolutely over the top, I had never even laid eyes on hardware that expensive before… he never turned the power switch on his PSU on… he payed the base rate of $1400 for me to come out there to flip a switch I also installed his graphic drivers but that was technically free, and then gave me $5000 cash as a tip all because he was excited to play league of legends on his new pc.11.

10. Just for a few days.

Was a boyfriend of a girl from an obscenely rich family.

The sister used to have the nanny (who was sleeping with the husband, but that’s another story) fly to Paris in their G550 to buy the newest Hermès bag so she could show it off a few days before it went on sale in the US.

9. Like a movie.

Was invited to a Christmas Dinner while i lived in Seoul by an extremely wealthy Korean family. Very nice family but I think in hindsight they wanted to show their friends that they had foreign friends like me. Wife had everything catered and the home professionally decorated – it felt like we were in a department store. Multiple Christmas trees, a working train set, staff handing out appetizers on plates etc. It looked like she studied Christmas movies from the USA and copied everything.

Dinner is served on a comically long table with 2 huge oven roasted Turkeys and all of the trimmings – they looked perfect. I was later told that Koreans don’t like turkey & were just for decoration – they would be thrown out later. We ate Korean food.

The family said I could take a turkey home and that the caterer would drop it off with anything else I wanted.

8. Bummer.

Keith Urban tipped me $7 on a $4 shake and left the keys to his Bentley at the store but he came back and got them.

Keith also bought a couple of guitar pedals for a local kid here in one of the guitar shops. Kid had a budget and was struggling to pick one, so Keith just bought them both for the kid by quietly paying the shop owner on the way out the door, before the kid even knew what he’d done.

By all reports he’s a genuine decent, down to earth bloke.

7. What is money?

Have been working for the super rich for sometime.

Craziest thing I’ve seen – brand new 90 metre multimillion pound (GBP) yacht was built in Netherlands. Maiden voyage to Antibes in France. Owner came onboard and left after a few hours. Next week we get sent to Genoa Italy, where all the bathrooms onboard were ripped out and upgraded.

That doesn’t sound like a big deal but I’m talking about brand new marble sinks, showers, floors and lobbies all crowbarred out chucked in skips. Tonnes of brand new polished marble binned.

New marble colours and patterns arrived in the weeks following.

There’s feed me money, there’s f**k you money and there’s “it’s not even a thought money.”

6. The dog goes first.

I worked for UPS for a hot minute as a driver helper and got to see some interesting things. The one driver had the rich of the rich route- the mansions worth tens of millions around the Ann Arbor, MI area. The Ford mansion, Lloyd Carr, the one recent guy for Michigan football that I’m forgetting that also worked for Little ceasers. Edit: the name I was forgetting was Dave Brandon

Anyway I got to see Dave Brandon’s mansion- it was gated, deep in the woods, and absolutely HUGE. The driver (a 33 year UPS veteran) told me these guys with these huge mansions like this, they don’t live there by themselves. Sometimes don’t live there at all. They move their entire extended families in there. Parents, sisters, brothers, aunts, uncles, cousins, etc. And they all live off the rich guys dime, ordering whatever they want whenever they feel like it. I think we delivered 30 or 40 packages there that one day.

2nd story from the same day and with the same driver, we delivered to a smaller (but still huge) house with an extremely long and wooded driveway. The driver was cursing about how much he hated these people because they always parked this huge-ass boat in the only possible turn around point in the driveway. So he goes in backwards- and FLOORS IT. Maybe 40 mph BACKWARDS, about 250 yards of bends, straights, and he drove it absolutely perfectly, never driving off or missing the driveway. We get to the house and he needed a signature. He handed me the package and said he’ll get the signature and just hand them the package and we’ll go. Well, we get to the door, and this maybe late 40s or early 50s man, kind of a rick moranis/George costanza type of build. Short, extremely thick glasses, balding, but very skinny build. He’s standing in the front door with a lab looking dog on a leash. The driver says, good evening we just need a signature and we’ll be on our way.

The guy says… No. I can’t I have to take my dog out first. This guy was fully prepared to make us stand there and wait for his dog to do whatever business before just signing his name and letting us drop the package by his door. The Driver said, no we just need your signature, and we’ll be on our way and you can walk your dog. The guy said fine and took the 2 seconds it takes to sign your name and we dropped off his package and left.

That left an impression on me. That guy valued our time so little it was worth less than his dog’s poop. Like he was in his own world, and we weren’t delivering 300 stops just before christmas

5. But why?

Used to be a House keeper for some of the wealthier people in my city. The best thing I have ever seen is the wife of a *rich guy or something of that sort had custom suits of armour made for her cats. She had them displayed along with tiny suits of armour for mice.

*Edited because ? This dude just has some sort of gaming company. I just remember his wife telling me he made some pretty neat games. They are far richer than I’ll ever be so to me that’s rich enough. Also thank you for the awards you wonderful people.

4. Oopsie.

I’m a driving instructor and one group rented the track to drive their supercars for the day. At the end of the day they all partnered up and got into the cars to leave.

After they were gone we realized that they had forgotten their Lamborghini Aventador at the track.

3. Some of them aren’t so bad.

My grandfather died with a 20 million dollar portfolio. He lived in a 1 bedroom condo that was build in the 50s, drove a rusted out honda, and his entire wardrobe came from Walmart and was 10 years old. At his will reading, a bunch of distant relatives showed up hoping to get a piece.

In his will, he made fun of all of them, then spent 10 pages detailing how and where he wanted all of his money donated to specific charities and foundations.

Some of it was even really surprising, as nobody besides him was aware that he casually owned 160 acres of land in Vermont that was just forest. The land was donated to a land trust, and turned into hiking trails.

2. A lack of patience.

Some extremely wealthy people I have been around have a more acute sense of their own time and mortality, leading to impatience. Like they understand how awesome their lives are and therefore how short they feel.

I knew a guy whose vintage yacht broke down before summer so he bought another one strictly for that upcoming Summer. His reasoning was he likely had 20 full health summers left in his life and didn’t want to spend one of them without a boat considering he had the means to.

Honestly can’t argue with that logic.

1. For two weeks?!

I used to ‘work’ for an Arab billionaire’s son, a Daddy’s money guy, terrible garbage human being.

Once saw him spend $16 000 on a wallet, was a fancy one with little gold spikes on it and stuff. He had shoes with gold on them.

I remember one year for his birthday he received like 30+ cakes, big fancy cakes and he told us to leave them on the floor in the hallway outside his room.

We walked by those cakes every day for two weeks waiting for instruction, after the two weeks we were told to throw them away.

I’m not surprised and I’m honestly just a tiny bit envious – there must be plenty of downsides, too.

If you’ve got insider knowledge, tell us your tales in the comments!