@JeffM— I plan to cleat my reefing of the leeches to the sprits. What Graham did is clever, and worth considering for a cabin. But most of us, even cabin versions, cleat to the sprit.
I agree that raising sails off-wind is difficult. I don’t do that. I always raise them headed into the wind. This is how I do it, if I’m away from the dock:
1. Point the bow directly into the wind, and quickly raise the mizzen.
2. Snug up the mizzen’s snotter & sheets, and cleat them off. The boat will naturally weathervane, if you keep your hands off the tiller. (We call this heaving-to.) Kicking the rudder helps, too. I like the centerboard down for this. I heave-to all the time, when sailing soli. I do this when I need something that’s out of reach, want to take a lunch break, or need to use a bucket for biological matters.
3. Now, with the boat pointing into the wind, you can easily raise and adjust the mainsail. Just be sure the mainsheet is uncleated, and free to let the sail luff.
4. To get under way, bear off the wind by reaching up and backwinding the main. Be sure to lower your rudder first.
Off you go!