Clyde,
I just had a birthday so I guess I'm now feeling like an oldster at 62. It sounds like you have your boat set up pretty well. Maybe I should be looking for suggestions from you so that I can continue to sail this boat into my 70s, which I certainly hope to.
I also mostly single hand and often on a lake. I admit, having the boat at a dock is really a pleasure and I use the boat a lot when it is. When the boat's in my yard and I need to launch and retrieve it, it definitely cuts down on sailing time.
With the tabernacle on the mast it makes raising it much more pleasant than my last boat. Getting it off and on the trailer really is no problem now that I have it set up. It's just the rigging time.