This is a single
hander's nightmare... another one of them. I have never successfully found a way to neatly fold my genoa
or the main on my deck despite it being relatively flush and clear.
The problems encountered are wind of course. But if you attempt to take a sail down and fold it up to bag it and there is no wind, you have the problem of trying to provide tension so that it can be properly flaked. Of it's soft and or has flake memory you might not have the struggles I have, but with a relatively large and stiff mainsail
getting the flakes correct and having them stay there so I can go to the next one takes forever. And then there is that huge bit of sail which is usually in a disorganized and often twisted "pile" waiting to be pulled over and flaked.
I would love to learn any tricks other single handers have because getting this done alone is about 100x more difficult then with even the most unskilled crew.
If I am lucky I can mange to get the sail into a small enough package to fit into the sail bag. It should be noted that it does get easier to flake as you come to the skinny side and have to deal with less mess. The middle bits are a nightmare.