Yep! I’ve been at this for 40 years. My Dad is an audiophile too and I came up being dragged to stereo stores for hours. I was born into it. We go to audio shows and have a great time.
I’m a music listener, not a “gear listener”. I upgrade seldom, but when I do, I usually go big (or as big as I can reasonably afford). A friend of mine once told me “you can really justify just about anything you spend on that stuff because nobody gets more out of it than you do.” I keep trying to convince my wife of this. 😉
I think there is a time when you have to concede that you’ve taken your investment as far as you reasonably can. But the good news is there’s always more music to buy and listen to. Either way, I win.