The key is buying what you can afford at the beginning, using the resources here whether it’s $300 or $1000 or $5000. Then stick with it until you get to something that you feel, by your own metric, is 10x better.
If I could buy speakers (or any component) that I perceived as 10x better, I would be much more motivated to spend money on audio. But I'm not, because my satisfaction saturates rather quickly. If my audio enjoyment were logarithmic, so I could get twice the pleasure by spending 10x the money, I might still be motivated to buy, because I have 10x the money now. But the reward to cost ratio for me is even weaker than that, past a certain quality level.
I do most of my istening in near field at modest volumes. I recently bought a pair of small Genelecs monitors with matching sub, to replace a nearly 30 year old pair of similarly sized passive monitors and sub. The Genelecs are clearly superior, but not twice as good as the old ones, which weren't bad. Maybe 50% better. And the increase in my enjoyment when I listen to the music, not the speakers, is less than that. Maybe 20%.
Clearly I am at end game for my listening context. The guys here who want rock concert slam in the enormous great hall in their mansion have a much more challenging problem to solve!
