As a matter of interest, those lower slugs are not damaged or rigged incorrectly.
That line is called a luff jackline and is set up to allow roller furling on the boom. It allows the boltrope to take a correct shape when the sail is raised, and the sail to come aft for furling to deal with the tack shackle setback on the boom.
It is critical to sail shape (a Doyle 2+2) on Bluestocking
so many projects--so little time !!
[QUOTE=Dave the Canuck;454481]I agree absolutely. I'm guessing that something is preventing you from getting that last six inches up.
I agree with these folks--this could be your whole problem. You would need to be sure that 1.) you are faced into the wind when hoisting with mainsheet loose 2.) the track and main sail slides will run all the way up, 3.) you will still need a winch as it would be impossible to sweat it up adequately with just your 220lbs of weight.