Scott,
I have the tack of my main sail loosely fastened to the boom, and use the Cunningham to adjust the tension in the luff. When raising or lowering my sail, I release the Cunningham and this takes the tension off of the luff and halyard.
I usually pull my main up while standing in the cockpit. when it is up, I go forward to the mast and set the ball in the bracket on the mast. Then return to the cockpit and set the Cunningham for tension.
To drop the main, I release the Cunningham, the line is in the cockpit, and then go forward to the mast to release the halyard and pull the sail down. From the cockpit I can release the halyard from the first bracket, but unless I am at the mast to free it, the ball almost always catches on the reefing bracket.
Allen Townsend