These days I realize I have nearly everything I need, so if I'm buying something I figure I can't really afford it unless I'm getting the "best" out there. Best for me means researching the best performing/quality/etc. item in the category. If I'm replacing a broken item I also take the opportunity to upgrade.

For example I needed a carpet shampoo cleaner recently. Instead of heading to Walmart to buy whatever consumer gear was slapped on the shelf, I spent a few weeks deeply researching the ecosystem and ended up with something about 4-5x the expense - but with performance to match. The difference in quality makes it almost a pleasure to clean my carpets these days.

It's easy to spend money simply on fancy and not get much out of it. But I feel pretty satisfied when I make an absurdly expensive purchase like the above but still feel great about it a year later due to the value/increased quality of life it bought me. In the moment if feels ridiculous paying many multiples more than I would have in the past, but over time these little incremental improvements add up.

It's the spending that I do like a "poor person" that bothers me the most - just buying crap on impulse, or "collector" behavior. I find I need to actively mitigate both impulses or I'd end up on a hoarding TV show.