16. The rich are different.
“Wasn’t exactly a chauffeur but I did have the distinguished privilege of working with a multimillionaire one time for a couple days and I was just astounded at how out of touch he was with people.
One conversation he was talking about how he hated all the new homes they were building and he liked old castles so he was having a castle in scotland disassembled and reassembled here in the US piece by piece.
On another occasion he asked me why I wasn’t in college yet (the job was after high school and I was working as a plumber) and gave me an “Ohhh right” when I told him I couldn’t afford to go yet and had to save up.” –whoreychan
17. A very big deal.
“About 25 years ago I had a summer job at a very tony country club. Six figure joining fee, five figure continuing membership dues, and that got you nothing but the privilege of paying top dollar for rounds, food, etc.
I was a porter some of the time, as we had cottages on club grounds for members to stay and make a weekend of it. One of my duties was driving members to and from airports – usually private airports for private jets.
One time I’m driving two guys to the airport, and one of them starts complaining. Seems he and his wife are always fighting over who gets the jet every weekend, and where they want to go.
Well, the other one replied, my third jet is actually just gathering dust right now, since my son went to college. Wanna take it off my hands?
They shook on it right there in the van.” –letsryan
18. Pay the guys.
“Grandpa told me a story of a family wedding in Chicago they went to in the late 60’s. They were picked up at the airport by a limo with some high ranking family members.
On the way to the hotel they were stopped about 8 times by various police officers. The officer would walk up to the drivers window. The chauffer would reach into a money bag and pass a bill to the officer. Nothing would be said and they’d take off again.
Eventually my grandpa asked if they were being bribed. His cousin (mafia) laughed and said, “No its Thursday. Thats when we pay our boys.”
So I guess thats how they did it. Looks like a traffic stop and in the open where its not unexpected.
So I’d imagine that chauffer had seen some things.” –Blue_OG_46
19. No manners.
“Had a really snobby family from another mountainous state come to our state and the entire ride to their destination was spent talking about how much better their state was. Towards the end of the ride, the mother started CUTTING HER TOE NAILS IN THE COMPANY VEHICLE. No idea how to react to that situation. Basically just had to let it ride.” –AustinSomething
20. Professional thief!
“I had a fascinating conversation with a gentleman whom I picked up from the airport whose job it was to break into casino vaults around the world and help them improve security.
He went into extensive detail about how the most recent vault he broke in to, the Bellagio vault in Las Vegas. It started with access through a construction entrance, he then climbed through an open window, jimmied a door open, found an unattended security pass and strolled into the vault.
While it wasn’t exactly a “stroll,” he told me about some of the “old” security measures including false rooms with doors that would seal behind you, infrared camera, laser trip wires, complex locks, finger print scanners, etc.
He then took a selfie from the inside of the vault, sent it to the head of security with the caption “is this your vault!?” The head of security was promptly let go. He showed me the selfie!” –
21. Welp.
“I picked up a group of 5 bankers from their holiday party, each wanting to be dropped of individually but promised to “make it worth my while.”
Tip was $2.” –zachwolf
h/t Reddit: r/askreddit