One of the wealthiest men I've ever known used to always dress like he'd just been digging the garden. He ran his own successful business & drove a Rolls Royce.
I know a fella who is in his late 50's, about 20 stone, looks as though he buys his clothes from charity shops, could do with a good scrub etc, and goes round in a rusty Citreon Berlingo van.
I know that he owns and rents out about 50 odd houses!
There's a saying, something along the lines of . . . .
"Rich people stay rich by spending like they're poor
Poor people stay poor by spending like they're rich"
I can personally think of two people in the past, flash cars, big houses, bimbo wives (also with flash cars) etc. Both went bust, one actually did a runner owing lots of cash.