Is This the Essence of "The Audiophile Dilemma?

What dilemma? 

May be inevitable at some point in system building. Certainly experienced this on my journey to finding what I was always looking for.

One great advantage newer audiophiles have over us oldies is digital has improved so much over the years. My reference for audio has always been top notch analog/vinyl, digital never had a chance back in the day, didn't stop me from trying.

Live music is your guide, and patience your friend.

I think it’s very difficult for people to feel secure in their choices. I was a conservatory-trained musician and I also had my own music production company, so I know what I like when I hear it. Doesn’t make my taste more “correct” than anyone else’s, but it does make me confident in my choice. I can see the dilemma of the average person who hears all these reviewers talking about how great everything is, so they buy it and can’t understand why they don’t love it. IMO, the answer is to work with a good dealer or consultant who will help you find stuff you like, but as said above, these people are scarce nowadays.  

Some will never be content. There is no "perfect" system. Then again, perfection is very subjective. Blown way way too much money on this supposed hobby or whatever it is. I've learned to be content, for the most part, with what I got.