Great ideas.
Anybody ever try an electric winch to pull it up? Princess Auto here in Canada has a 1500 or 2000 lb one on sale for 65. CanD every once in a while. This one has a corded remote but you can also get them cordless.
Take a close look at the speeds on that winch - they are very slow - you'll be standing there a while to haul up that mast.
