Most of the difference in lifestyle is the quantity and quality of housing they can afford, and having people to take care of problems for them. But they ALL universally have messed up personal lives with multiple messy divorces, embarrassing affairs, NYPost Page Six appearances, etc.
The one thing you'd think it gives them is freedom, but they all pretty much end up working til they die so I don't know. I'm not sure if the money breaks something in their brain, or their broken brain is what leads them to chase the money. Likely some of both!
There's some level where you can afford 2-3 nice residences, flying private, and not lose your damn mind. I've seen some of the billionaire's lieutenants achieve this balance. Basically being able to be fabulously rich but anonymous. Like the Bill Murray quote about people who want to be rich & famous should try just being rich first.
I think these guys I've seen are probably in the bucket the reddit OP marks "Net worth of $30mm-$100mm". Adjust that upwards for inflation and also to account for many of these people being in VHCOL areas so maybe it's like $50-200mm.