For what it is worth:
1) roll at the lowest case possible. Living in Tampa, Florida, that mostly means leaving the leaves out to enjoy our high humidity. The wrapper needs help, but the binder needs very little added moister, and the filler leave — none.
2) I've got a humidor large enough to provide a separate "staging" space for freshly rolled cigars. I put them in there, and they seem to be good (enough) in a few days (3-6). Being in Tampa, Florida though, we have the ideal weather conditions for making cigars, so this experience likely does not apply to other places. (?)
3) Make more than you smoke and/or give away. I'm just learning, so I make more cigars than I'm going to smoke. I'm giving cigars away to family and friends, for feedback and friendship. Not to many, just a few, and that has helped me learn from my mistakes (oh, let's see: too loose, too tight, too loose and too tight, ugly wrap job, ugly caps, ...) The point is now that I'm past my first batches of cigars, I have plenty of cigars to smoke, and they are good.
4) I like keeping my cigars in the (wood) humidor because it breaths, and the moisture content of the wood provides an equalization to the humidity of my cigars, giving and taking humidity from the ambient humidity of the box. Plastic does not do this. Mind you, I live in Tampa, Florida, which is very friendly to cigars and tobacco. I do not like the idea of tobacco having contact with plastic, because it DOES NOT breath, and can harm your cigars.
If you're going to keep cigars in a plastic box, because that is the best means of preserving them (very low or very high humidity), put them into wooden cigar boxes, and put the boxes into the plastic. Wooden cigar boxes are cheap and sturdy, especially considering the time and trouble put into making your cigars.
Most importantly: don't overly wet your tobacco in the first place. Only the wrapper needs significant moisture, for elasticity. That drys quickly.
David