I have a good friend who happens to dig the same kinds of tones I do, and I use his opinion on my tones when he drops by. I have presets I like one day, then the next day I might tweak something minor, and save it to a new slot. Generally I don't really get bogged down by this too much; I could honestly grab any one of them at any time, and be fine. But I'll let him hear them and pick which one he likes, just to give me someone else's opinion, since I know we like the same kinds of sounds. Maybe you could do something similar...?
One other thing I'd recommend (if this applies to your situation of course)... I just get my presets "close enough", and then I leave them alone. My thinking is, until (if ever) I get in a band context, anything else I think they might need, could very well end up not being right in a band mix, which in that case I'd have just been wasting my time.