I mean, $250K might not be that much depending on my sliding tax scale, dependencies, mortgage rates, miscellaneous expenditures, etc etc. To make that much you're probably working some ungodly amount of hours which is another thing to factor in.
But, personally, given that I'd probably just rent a nice place for 1.5K a month and make sure my son had everything he ever wants or needs, they could tax me at 35% and I'd STILL have more money than I'd know what to do with. It's life altering levels of money.
I think the issue with a statement like this isn't necessarily that there is malicious or calloused indifference. I just think that a lot of people, when they make a lot of money (and $250K is a lot of money), think they need to spend that money in order to maximize it's value.
You don't need to live like you have a ton of money, just because you have a ton of money.