Music vs. Components

Greetings everyone. Here's a biggie: When you sit down for a session with your hi-fi, what do you find that you are really listening to most 1) the music, or 2) your components? Where and what is that mysterious, illusive, fine line between 1) simply and wonderfully enjoying the music and.... 2) listening critically for either how "great" your system sounds (such as trying to justify upgrades, tweaks, tube rolling, wire changes, etc.) or listening for all of the flaws and weaknesses of your gear. When does the tweaking stop and the enjoyment begin? Conversely, when is it time to improve and upgrade because, in reality, you would be happier if your system sounded better?