The one problem with hand looping something onto a spool is it can cause curling of the line. The reels of course bring the line in without any looping effect.
by 'curling' i presume you mean 'twist'; i use hi-viz dacron on my spool, and it doesn't have much memory to retain any curling, if any.
flip the spool every five to fifteen wraps if you're sidewinding; keeps the twists from stacking up. ie: ten wraps 'away' from you, flip, ten wraps 'towards' you, flip, etc. every other flip, rotate the spool 90~120 degrees to keep it from getting all 'egg shaped' on the spool.
for ascending approach to safety stop from 20~30', usually fall into a five count with wrapping (~3', 1m on my spool), pause for a few breathes, re-orient and re-eval, flip spool, and continue wrapping line. if i had to deploy deeper, likely would flip every ten or fifteen, as less line being taken up with each wrap compared to a mostly full 80' spool with a 30' deploy.
only done this drilling in the quarries, someone please correct me if any of this is bad ocean etiquette!