Assuming we're talking liquid wealth like cash and safe securities...
$5 million = comfortable and have all your needs and most wants met. Vacations, nice Lexus/BMW/Vette, house paid for. Retire early but probably better to wait until your 40s. Retiring at 22 on $5 million is a stretch if you don't have a plan.
$10 million = everything from above but you can retire ASAP without having to manage the money as tightly.
$25 million = probably where a breh would actually start to feel "rich." You can buy that high end exotic, REALLY nice house, retire early and basically do whatever you want. Successful pro athlete rich.
$50 million = 2 or 3 exotic cars, nice house, possibly a 2nd or 3rd house for vacationing, philanthropy etc. Got enough money where you and your kids can't fukk it up but your grandkids might if they don't learn anything.
Anything above $100 million is mogul/CEO rich, getting into wealthy territory. Probably value a membership to Augusta National or St. Andrews for golf more than another nice ride or crib. Flying commercial...naw. Vacation to places ain't no one even heard of. Bugatti calls YOU and asks if you want that new custom joint they're building.