My cousin, through work, has access to the search history of a Fortune 500 CEO and noticed it was full of exactly what you’d expect: searching a liquor store site for their most expensive wines, private jet bookings to small private islands, that sort of thing. Yeah, yeah, we all knew that! I’m not talking about luxury experiences and displays of power.
But what are the strange parts that regular people wouldn’t guess?
For example, someone on reddit recently posted that their job is to duplicate a wealthy person’s home items across multiple cities. Clone their house meticulously so their boss just travels with a phone. It’s pragmatic but egregious.


I really can’t imagine being such a dick to my staff who are kind enough to work a holiday. I’d be friendly, make sure they got food and breaks etc.
I remember working in a hotel that wasn’t as fancy as it thought it was. We did weddings and used to eat some leftovers etc, I once mentioned to a well off wedding guest about having eaten some of the same meal they were eating she was pissed I was allowed to do it. I politely pointed out I can’t advise guests on it unless I’ve eaten it.