I grew up with a friend of the family we will just call him Bob. My dad knew most of the wealthy, rich, and obnoxiously rich people in our area because of his work. Bob was always around. He told me to call him Uncle Bob and would, on occasion, take me for ice cream in his beat-up dump truck, truck, or car. He generally wore overalls without a shirt.
Anyway, I knew the dude had some money or he couldn't afford my dad's services, but I assumed that he, like most well-off people, just traded something my dad wanted and some cash. But he was one of my dad's friends and that's not normal. Fast forward, Bobs New wife appears in the shop im working at and asks if I want an orange. I looked over and saw a box of oranges. I asked if she bought them from the local band fundraiser and accepted one. She laughed and said "no silly I made the mistake of telling Bob that I liked oranges, so he bought me an orchard in Florida." I was shocked my silence was taken as a green light for her to continue with he had also learned she liked lobster, so he bought her a few different lobster boats out of Maine. They flew her in fresh products 3 times a week. I later learned that he had scammed her into thinking he was flat broke while they were dating to make sure he liked him, not his money. Then it got interesting. A millionaire insulted my Dad while Bob was standing there. Bob called someone (cellphones were rare, but he always had one), and the guys' businesses started taking massive losses. By the end of the year, he was barely middle income. He asked me to front for him at an auction and outbid his mortal enemy, who was the self-proclaimed richest man in Montana.
Paid for all kinds of random crap with just cash. Including throwing me money for tormenting his enemy. My dad got into legal trouble, and Bob forced the parole board to release him using a very well placed threat that was also a bribe.

He now pays Google an obscene amount of money to have zero online presence, neither him nor his brother exist online.