First off - get a boat that is designed to be single Handed these are a very rare beast... fortunately, most boats can be modified to work for single handing
1) Lead lines to cockpit check! in general, a good idea
2) self tending jib lot's and lot's of very successful exceptions to this
3) jackstays do you mean jack lines? If so, absolutely! And a harness and
tether to go with them!
4) furling headsail or hanks for smaller boats
5) single line reefing standard slab is common and works as well
Skills good to have
6) humility ( know when not to go out ) yep!
7) hove-to heaving to? some designs do this well, others not so much
8) sail onto a dock or mooring yep! good skills to have
10) trim sails so the boat steers itself steady w/o autopilot
tough on many fin keel boats that still make fine single handers,
I'd add, a good steering system (autopilot, lashing, or windvane system)
Lazy jacks for the main, a good sea berth, simple accessible/repairable systems (electical, plumbing, mechanical) Really good binoculars. An AIS receiver would be nice. A handheld GPS and a good knife on your person. There are more, but the baby's waking up! Cheers!