Is double line reefing the only "real" way to make this all work effectively? Is it difficult for everyone to shake out their reefs and I'm just whining? Any thoughts on system improvements, line type, block type/placement etc... would be appreciated.
Yup, double line is the only way to go.
Right! Easy for me to say, 'cuz my PO knew what he was doing (in many, but not all regards) and did good stuff to the boat. I can't blame him for anything anymore, 'cuz we've now had it longer than he did and we've put on twice as many hours per year. So there!!!

Putting aside in mast or in boom or the ye-olde roller boom from the UK, there are really only two choices, right?
You can continue to try to use single line reefing, and can try the C380 "trick" of using the blocks through the reefing cringles with D or O rings, or you can go to double line reefing.
The reefing lines don't have to be complicated, nor is the hardware. Ours is inside the boom.
http://c34.org/bbs/index.php/topic,541.0.htmlhttp://c34.org/bbs/index.php/topic,289.0.htmlhttp://c34.org/bbs/index.php/topic,2780.0.html