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 once read about a fellow who owned a yacht and never once sailed on it.
If he wanted to go someplace he’d send the yacht there and then fly in. He had a great place to stay.
The other story I remember is a rich woman was going bankrupt. The lawyers asked her what the bare minimum she could live on was. $40,000 a month was her idea of roughing it.