The answer to the question is different for everyone.
This is my experience. Strange to say, the more gear I have the less interesting my pictures. The reason for this, I think, is that I tend to use particular lenses for their "traditional" uses, and my pictures look like "the sort of pictures" one is supposed to take with "that sort of lens." I used to have a veritable wall of gear, a lens and camera for every occasion. But all my pictures looked exactly like the sort of pictures one would expect from the respective lenses being used. On the one hand, this is exactly the scenario some photographers want -- predictable kinds of pictures in predictable circumstances. For me, this is boring and distracting, and plagues my pictures with a kind of virus of cliché viewpoints.