Lines to cockpit
You may need to buy a new halyard. First, install a turning block at the base of the mast. Some mast steps have slots to attach a block. Next, you need to put a turning block on the roof of the cabin to turn the halyard 90 degres towards the cockpit. A double deck organizer would be nice, because then you could add a single line reefing system to your boat, since you lost your crew. Next you will need either cam cleats with fairleads, or preferrably a rope clutch. They would be preferrable to a standard cleat. I do not think that an additional winch is necessary, especially a self tailing winch. They are too expensive, and your jib winch would work just fine if you need to really tighten the main halyard. I would take a walk around your marina, and really take a good look at other boats that are set up for single handling. If you are lucky enough to be able to talk to their owners, you could pick their brains about what they would install if they did it all over again.