I am in agreement with a lot of the replies so far..., my gear does it's job and when MY performance is good, I'm happy with the sound. I have equipment that I've still got a lot of playing with to do before I've "gotten all the juice out of it". I'm "satisfied" in that sense.
On the other hand, I know myself well enough to be certain that I will never be done experimenting, adjusting, fiddling and buying new gear.
If I were asking the question, I would break it into two areas:
1) Are you at a point that you have what you need to do musically, what it is you have in your mind?
2) Are you a gear junkie and have the itch to aquire new stuff just because it is "calling" you?
In this case I would answer yes to #1, and no to #2. Because, even though at some future time I may have a musical idea that would require some new piece of equipment, at THIS time I can't imagine anything I can't do (for lack of some gear).