Sometimes there are too many choices, but other times I really feel like getting out a certain board for a specific trick or purpose or something and I usually have one that will fit that need.
Other guys who are only on one complete board at a time often think I am nuts for having so many setups, but there are boards with big wheels, small wheels, harder and softer wheels, looser trucks, tighter trucks, cruisers, almost dead completes I don't mind throwing around (not actually tossing them) and options, as well as a few different places that they live, so there is always a board somewhere when I want to skate.