Skip to content
Search AI Powered

Latest Stories

Employees Of The Super Wealthy's Craziest Experiences

"Reddit user AMGBOI69420 asked: 'People who work for the super wealthy, what stuff have you seen?'"

Make us preferred on Google

When I was a cater waiter I saw it all.

People being flown in for entertainment.

All of the furniture in the building being replaced for one short evening.

Or buying out a building for an intimate dinner party.

It's crazy.

And I want enough money to do it too. Although I did see a ton of waste.

And I hate to waste.

Like who doesn't love a lavish wedding?

But a lavish wedding with a $500,000 price tag, and you have to be out by midnight?

That party better have had Madonna performing, live fire acts, and ice cream served with diamond spoons.


Redditor AMGBOI69420 wanted to hear about what it was like to work for the insanely rich, so they asked:

"People who work for the super-wealthy, what stuff have you seen?"

I've also had rich friends who didn't clean clothes.

They bought new every week.

You can't make this stuff up.

Musical Chairs

Make It Rain Money GIF by Tim and EricGiphy

"Pumped 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."

losthours

A Personal Willow

"Worked as one of four full-time groundskeepers at a large estate. 46 acres of lawn to mow twice a week. 2 clay tennis courts, 3 pools, one for the main house, and one for each of the two guest houses. 100+ acre private lake with boat house. No clue how big the whole estate was including the woods. My personal favorite was the 3-mile personal race track."

"But what really blew my mind was that he hosted his niece's wedding one summer, and paid $350k to have this massive willow tree trucked in and planted by the lake for wedding photos. Only to pay another $50k to have it removed and the landscaping returned to its original state after the wedding because he did not like the look of it."

Rarnah

Different Shades

"I used to work at a jeweler that sold Argyles amongst other precious things. We had one big money customer who never wore anything more than Hawaiian shirts and shorts (think on-holiday Adam Sandler) who would come in and tell us 'I’m feeling like a (color) diamond today.' And we’d show him the collection we had at the time of those colors."

"He had dozens just sitting in our vault. Loved collecting them but he never took one home. Sometimes he’d book a visit and we’d get them out of the vault for him to look at over a glass of whatever drink he felt like. The cheapest I saw him buy in my time there was $130k."

princess_bubble

I Don't Understand

"I often do work for the wives of wealthy professionals. The thing that has always stood out to me is that if I tell them that something they want isn't doable, they respond with literal confusion. It isn't anger. It's confusing. They are so unaccustomed to not being given exactly what they want that it's as if they don't understand what is happening when they are told they can't have something."

ShakyTheBear

Take This

Cash Gifts GIF by DigiGiphy

"Not the craziest thing but wild to me."

"I was working for a kind of well-off family during a summer. I went inside to get a drink and the mom was cleaning the kitchen putting things away and such. She picks up a Macbook and says to me 'Hey, do you want this? No one uses it.' Got a brand new Macbook for college."

kingJoffi

I held onto my last Macbook in hopes that someone would just give me a new one.

Like on TV.

It didn't happen.

Let's Party!

Real Estate Thanks GIF by The Masters Division at Nest Seekers InternationalGiphy

"I set up a party for a family out in the Hamptons that bought the house next door just to level it and set up a giant temporary party tent on the plot. Wild sh*t."

BinxieSly

Take it All...

"My brother-in-law builds custom homes in the redneck Riviera belt of Florida. One day, he called me to come over to this $15m beach house he was doing a complete remodel of. He was the original builder. He asked me to bring my truck and trailer. I show up, and he walks me through all four floors. He then says, 'The owners have removed all the stuff they want to keep. She has told me to dispose of everything as I see fit. Get what you want.'"

"Furniture, appliances, outdoor furniture, rugs, lamps, artwork, you name it. I don't know the value of everything I took home with me that day, but it was the highest-end stuff I've ever seen. FOUR floors of it, and I only got one trailer load because I simply couldn't fit anything else in my house. I likely had over $20k worth of furniture and appliances on that trailer."

Blackhawk-388

Money well spent

"Had a client come into our 3D printing office. His attention was immediately caught by a large industrial 3d printer in our showroom. Pulled out a credit card and bought a $250k machine on the spot. The best part was when we installed the machine at his facility. The first thing he wanted to print was a meter-tall penis. A few weeks after the install we got a photo of him standing next to the meter penis. Money well spent."

robertcboe

Not a Bad Dude

"An old boss did extremely well and sold off the lion's share of his ownership but wanted to stay involved in the company anyway, so he'd drive his absurd supercar to the office and just hang out. One day he came into the office and it was set up in such a way that the executive offices were in a little 2x2 office glass pod in the middle (with curtains for privacy if needed) and our rows were arrayed around them."

"I'll say this though, he wasn't a bad dude. We may not have seen eye to eye on politics but if you worked for the company he knew your name and would hang around and chat. Super generous around the holidays with time off and the big holiday party/door prizes/stuff of that nature. The company went way downhill when he finally let go of the reigns completely."

GWindborn

Money well spent...

kennedy center honors mic GIFGiphy

"I moved the guy that created eBay. He had Aretha Franklin's grand piano (played it) and Elvis Presley's coat (didn't wear it)."

Interesting-Step-654

I want Aretha's piano and Elvis' coat.

I would wear the coat while playing the piano.

More from Trending/best-of-reddit

George Conway; Laura Loomer
Dimitrios Kambouris/Getty Images for CNN; Brandon Bell/Getty Images

George Conway Epically Trolls Laura Loomer After She Claims New York DMV's Credit Card Machine Displayed 'Palestinian Flag'

Conspiracy theorist and acolyte of MAGA Republican President Donald Trump Laura Loomer drew widespread ridicule over her latest outrageous claim. Lawyer and ex-husband of Trump staffer Kellyanne Conway turned anti-Trump activist George Conway lead the charge on calling Loomer out on her latest nonsense.

On October 7, Loomer shared a photo on X that was allegedly taken at a Department of Motor Vehicles office in New York City. The MAGA influencer also tagged NYC's progressive Democratic Socialist Mayor Zohran Mamdani's personal X account.

Keep ReadingShow less
Susan Collins
Tom Williams/CQ-Roll Call, Inc via Getty Images

Susan Collins Dragged After GOP PAC Boosts Her Campaign In The Wrong Portland

On July 4, 1786, the city of Portland, Maine, was officially founded with its newly-minted name. Almost 60 years later in 1845, Maineiac Francis Pettygrove won a coin toss against Asa Lovejoy and named their soon-to-be incorporated city in Oregon Portland after the largest city in his home state of Maine.

Since then, Portland, Oregon, has swelled to a city of approximately 675,000 people while its namesake boasts a population of just 70,000. In 2026, when people hear Portland, they think of Oregon instead of the original city in Maine.

Keep ReadingShow less
Screenshot of Whitey Taylor
CNN

CNN Just Visited A Struggling MAGA Store—And It Spells Bad News For Trump

CNN correspondent Elle Reeve returned to Whitey Taylor's Trump Town USA in Boones Mill, Virginia, for the first time since visiting in 2023, and her segment shows that business for the Donald Trump-themed shop has collapsed as more MAGA followers break away from the president.

Reeve, in a segment for Anderson Cooper 360, reported that "things aren't what they used to be" for the store. She spoke with Taylor, who revealed that the store, which used to make $12,000 to $15,000 in sales per day now only makes between $1,500 - $2,000 per day. On occasion, Taylor will hit $3,000 in sales if he's lucky.

Keep ReadingShow less
Pete Hegseth
Alex Wroblewski / AFP via Getty Images

Pete Hegseth Roasted After Video Of Him Trying And Failing To Keep Up With Marines Goes Viral

Defense Secretary Pete Hegseth was widely mocked after he was shown struggling to keep up with Marines while running around a track during a recent training.

In a C-SPAN video shared by FactPost on X, Hegseth is shown lagging beyond the pack as Marines jog around a track in San Diego.

Keep ReadingShow less
Vice President JD Vance speaks during a Washington, D.C., press conference on American jobs and visa fraud.
C-SPAN

JD Vance Blasted After Sharing His Absolutely Mind-Numbing Definition Of 'Socialism'

According to Merriam-Webster, socialism broadly refers to economic and political systems centered on collective or government ownership and control of the means of production.

Not exactly a concept requiring a Ph.D. to explain. One would think Vice President JD Vance, a Yale Law School graduate whose party practically uses the word as punctuation, could manage a working definition.

Keep ReadingShow less