Like HerbertFriedman I cannot fully rotate my outside winches with a winch handle because of the dodger. We have a furling jib and we raise the jib once or twice a year, so clearance is not a big problem.
I raise the main at the mast. We have Tides SailTrack, so I can get all but the last foot raised that way. But the best feature is a 2-1/2” cam cleat mounted on the mast, about 5-1/2’ above the deck and in line with where the main halyard exits the mast. After raising the main, I clip the main halyard into the cam cleat to hold it. Then I go to the cockpit, pull the loose halyard line into the cockpit, and wind the main halyard onto its winch. When I start tensioning the halyard with the winch, it pops out of the cam cleat and I finish raising the main the last foot.