Mainsail Flaking Singlehanded
The lazy jacks are the key. I frequently perform all sailhandling singlehandedly on my 28'' sloop without trouble, thanks to the lazy jacks, and I don''t even have an autopilot. My main halyard is led back to the cockpit. I merely luff up, sheet in the main, tighten the lazy jacks and topping lift, and let the halyard go. Lock the wheel, go up on the cabin top to straighten out the flakes of the mainsail and neaten things up.
Just get your lazyjacks installed and you''ll be all set.