gnat, mold, rot.. all of them can be prevented before they happen. yes, there are times prevention doesn't help. problem will come even if we do our best, but chances are pretty good if we plan ahead and set things just right, almost all problems can be prevented, if not controlled quickly if they do happen.
gnat. they are attracted by things that are rotting in the cup/pot. don't over water, and water from the bottom so the top will be drier. if the problem is there, try know solutions as quickly as possible before they go out of control.
mold. keep moisture away from the cuttings as much as possible. ok, that's not really possible since we need humid area for them to root. but you can check them every day or two and make sure excess moisture is wiped away, and let them dry out a little before putting them back in the baggie. once moved to the cup or 1 gal, have physan 20 handy.
rot. standing water in the bottom of cup, and pot will cause rot along with excess water being given to the cuttings. water from bottom, make sure the cup/pot is well drained. if necessary, use method that will help to control water content in the soil mix such as peat pot method, or wick.
even with these and other steps to prevent problem, things will happen. do not panic. take least invasive method to resolve the problem. letting things dry out before taking the cutting out of the pot works for most of the problems. as we know too much water is one of the main reason for cutting failure. let them dry out.