A woman who owned a small private jet business told me one time someone paid them to fly their dog (by itself) to NY for about $45,000 for some training. No other passengers. © aticho / Reddit
My dad works in shipping. One of his mates got a call-up to bring the yacht of an Australian media tycoon billionaire from Sydney to New York, with instructions to be anchored in a particular bay at an exact time with a lunch spread for 50 people ready. As a result, the guy never showed up. Turns out he was having a rich dude party in a building overlooking the harbor and wanted to be able to point down and say, “That’s my boat”. © clovisson / Reddit
I used to work for a company that modified aircraft for really rich people. This company had made several aircraft for this one customer, who I was told had purchased a new one solely because his spiritual advisor had told him that one of his current planes was bad luck. He still let his wife use it for her personal travel. © Prune_the_hedges / Reddit

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