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Re:Travis Kalanick Is Exiting His Uber Holdings Uber Quickly by papito on Monday December 16, 2019 @03:01PM (#21806589)
This is something silly one would do if they suddenly got a windfall - spend a chunk of it on a flashy purchase. You can just charter one for the once in a while you want a jet. How many flights is that, even for the 1M a year maintenance? Or fly 1st class. Or, you know, spend it on something that appreciates instead of losing value, like luxury real estate.
Re:Travis Kalanick Is Exiting His Uber Holdings Uber Quickly by jjeaff on Wednesday December 18, 2019 @10:40PM (#21831869)
$1m maintenance is on the high end. Only a bigger jet would cost that much.

I agree that chartering is usually a better way to go. But private jet life is comfortably affordable at a $100m net worth. Maybe not private-jet-life, and mega-yacht-life, and rare-original-art life all at the same time. But you could definitely choose one or the other.