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

Donald Trump waving green flag at IndyCar race
Doug Mills/Pool/AFP via Getty Images

Trump Roasted After Video Of Him Aggressively Waving Start Flag At IndyCar Race Around D.C. Goes Viral

President Donald Trump was widely mocked after video footage of him waving the starting flag for the Freedom 250 Grand Prix on Sunday went viral.

Washington, D.C., hosted the inaugural Freedom 250 Grand Prix on Sunday, turning downtown streets, including part of Pennsylvania Avenue, into an IndyCar circuit as part of the nation’s 250th anniversary celebrations.

Keep ReadingShow less
Donald Trump
Samuel Corum/Getty Images

The Trump Administration Just Canceled Major Funding For Alzheimer's Research Due To 'DEI'—And People Are Beyond Furious

Back in March 2025, it was revealed that the administration of MAGA Republican President Donald Trump had slashed funding for Alzheimer’s research as part of their purge of all things diversity, equity, or inclusion (DEI) related.

It was also later revealed that most of the cuts were done by Elon Musk's untrained, unqualified Department of Government Efficiency (DOGE) personnel—who couldn't define or describe diversity, equity, or inclusion even after making $16.5 billion of initially listed cuts across 1,127 cancelled or adjusted federal contracts because of "DEI"—using AI filters.

Keep ReadingShow less
Screenshot of Michelle Tafoya
C-SPAN2

MAGA Senate Candidate Called Out After Telling Dubious Story About Minnesota Friend's 'Dyed-In-The-Wool Democrat' Neighbor

Minnesota Republican Senate candidate and former NFL sideline reporter Michele Tafoya was widely mocked for sharing a dubious "anecdote" about a conservative friend of hers and her "dyed-in-the-wool Democrat" neighbor."

In remarks to C-SPAN, Tafoya suggested that disaffected Democratic voters will have a notable impact on November's midterm elections, and proceeded to bring up a friend.

Keep ReadingShow less
Screenshots from @Yegbuztv's X video
@Yegbuztv/X

Video Of McDonald's Worker Dropping Food On Floor Before Putting It Back On Tray Sparks Food Safety Debate

We've all heard of the "five-second rule," where when you drop a piece of food on a safe surface, you can still eat it if you've picked it back up within five seconds. Most people won't bat an eye at this when they're at home or with friends, again, if the food is dropped in a safe and clean location, like on a kitchen counter while making a plate.

But a floor really should never be included among the safe and clean surface options, especially when that floor is in a public space, and the five-second rule shouldn't even exist in food service spaces.

Keep ReadingShow less
Hayden Panettiere and Jack Coleman
Vera Anderson/WireImage/Getty Images

Hayden Panettiere's Dad On 'Heroes' Slams Paparazzi For Constantly 'Hunting' Her In Emotional Tribute

It's been less than a week since the death of actress Hayden Panettiere, and touching tributes have continued to pour in, including today on what would have been her 37th birthday.

One of the most touching came from Panettiere's on-screen father in Heroes, Jack Coleman, who explored all the stages of grief in one Instagram post, paired with lovely photographs on and off set.

Keep ReadingShow less