Re: Mostly singlehanded...what lines should I run aft?
If you go to the Smithsonian Air and Space Museum in D.C., go to the "Golden Era of Flight" display - displaying the airplanes built between WWI and WWII. Note the "Golden Era of Flight" is not the present. (I would also say the "Golden Era of Sailing" would not be the present either, even though we are safer and faster now.)
There you can see the most beautiful plane built - Howard Hughes' silver and blue H-1, which held the land speed record for a period of time. A single-wing propeller plane. It has all been downhill ever since.
There is beauty in simplicity and minimalism in purpose. Older boats, cars and planes are cool and more purposeful. You could actually understand how they work and work on them yourself. Jamming something full of technology does not necessarily make it more attractive or more desirable to us purists, even though they may be safer, more convenient, easier, etc.