The only time I use the positive rotation upwind is when it is light to help hold he mast in place. I really use it especilly if it's choppy. If it's windy enough to have the main sheet tight, the boom should force the mast into place.

The over rotation line is worked by the skipper. When you are going up or down wind and you would use it, the skipper is sitting in a perfect position to cleat and uncleat it. However I'm not 100% and am lucky enough to have a great crew that cleans up after me.