I think there's a distinction to be made between "guilt-free" and "dumb/wasteful" spending. I can totally understand spending $150 on a pair of sweatpants if they "bring you joy" and are useful and will last you a decent amount of time. But just because you're willing and able to spend your money without guilt, doesn't mean any and every purchase is a good one. At the very least, spending a lot of money on a series of low quality items that you end up having to replace is a sustainability issue.

And that doesn't preclude you from getting a good deal either. That doesn't mean you should spend days shopping around for a few dollars off every purchase, but "voting with your wallet" is always worth doing.