Getting the main...
...down. I bought a new main for my H28.5 last year and experienced some of the same things you describe trying to get it down. I was going to try running a line to the head of the sail to use in pulling it down, but have not really needed to. As a single handler like you, I have found the key in getting my main down is keeping the boat dead into the wind, not always easy when alone. In my case, I usually center the traveler, slowly turn the boat into the wind, run the engine to keep it there using the wheel brake,and then quickly drop the main, pulling it down while standing in front of the mast. If the boat falls off the wind, I sometimes have to stop and steer it back upwind to get the remainder down. You'll find this gets easier as the initial stiffness of the sail wears a bit. Also,make sure your slides/slugs are the correct size and have no burrs. And lube the mainsail track if you can. Hope this helps.