Last year, I audited a dude’s 600k-ish priced rig. He was playing some of the typical, "safe" crappy audiophile tracks to show off his rig, as one might expect. The minute my playlist intervened, his rig started to sink and reveal that it was lierally another lousy rig filled with audio jewelry fluff (looks good, of course). I have a few different rigs at different price tags but, even one of my rigs that cost 20 times less beats it sonically.
So, if you audit different cost no object or very competently setup rigs and realize that a) your rig can keep up or b) give other rigs the beatdown, you know it is "good enough". On the same note....only knowledge (and some cash, of course) can save you from being robbed constantly, set you free.
If you don’t have a endless wallet, only buy gear made by very very smart dudes. Never buy gear made by dumb dudes. Only smart dude can give you things even at affordable prices that a dumb dude can never achieve at endless cost.