I would love to hear any suggestions as well.
Hubby and I cut our cover in half thinking it would be easier for me to handle when he wasn't here to help me and the kids wanted to swim. Unfortunately, we found it to be just as difficult for me, if not more so, in two pieces than in one. We ended up zip-tying it back together and attaching it to a reel so I can maneuver it on my own, although not easily.
We have a round AGB with decking all the way around... a small sitting area to one side, but no place to store the cover when not it use. Hubby made some hooks on the outside of the pool railing to hold the reel and cover during swimming, but if I manage to get the reel and cover there I can't get it back on the pool when swim time is over... too heavy for me to lift back over the railing. I tend to just rest the reel and cover on the top of the rail when I know I will be the one putting it back on by myself, but there has to be a better way. I almost wish we had added the expense to extend the other side of the deck far enough to hold the reel and cover when it wasn't on the pool, but hindsight is 20/20. We didn't expect the reel and cover to be as heavy and cumbersome as it is, and here in Indiana, probably much like yourself, we have such cool evenings in the late spring and early fall, it's a necessary item.