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

"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

"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!

"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...

"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.