Agreed with Tim here too...
Audiophilia isn't some sort of magical drug that makes all your music sound better...I started listening not so much to music that I wasn't into but I did start to reject some of my music just based on how crappy it sounded due to poor recording/mastering. The pre-remasterd Grand Funk Railroad CDs I have that I never had a problem with before...I started listening to them, and they sounded like they were coming to me through a wall of mud. Couldn't even make it through an album.
That said though, I have REALLY enjoyed a lot of my music even moreso (isn't that the point anyway?) when I discover how WELL they were done in the first place. I don't mind resolution and details to the point that you can hear tape splices or notice things like "hey, that's not a real piano, that's a synth". I can sometimes freak out a little bit when I keep hearing pops or some weird anomaly in the recording over and over...I start thinking "why does that drum sound like that? It has a weird snap to it...is that jitter...static? Are my interconnects doing something weird? Is the DAC acting up? Is there a short somewhere?", but then I sit back and breathe, and just remind myself that I'm hearing things in recordings I never took the time to notice before, and things are fine...
Ideally, I'd like my rig to resolve ALL the detail there is in the music, present it naturally and without color, and make me feel like if I close my eyes I'm there. I like to take the approach when I listen where sometimes besides just enjoying the music, I enjoy the mic placement, I enjoy the work of the studio engineer, I enjoy a well done recording or mastering, I enjoy the acoustics of the venue, and so on...and yes, sometimes I just enjoy hearing my money in action, and I like listening to my DAC
I had to be very critical for a long time, getting my system to the point where I was happy with it, and this involved many hours of just listening to equipment. That's not so bad, and I enjoyed it throughly. Did it detract from just kicking back and enjoying the music? Sure, but I learned a lot about components, cables, etc., and I had time to develop my critical ear, so it was well spent time, IMO. Now that I'm (almost) to the point of declaring my system DONE, I'm getting back to just listening to the music, not the differences between silver or copper digital coax, power cords, etc... I've been buying a lot of CDs again, and listening to old favorites in a whole new light. Things I've heard literally hundreds of times have taken on a new dimension, and its like "hello old friend, nice to meet you...".