Not sure what kind of furler
you have, so it's hard to give specific advice. But here is what I'd try first: with the sail rolled up and at the dock, untie the jibsheets. Then try to turn the whole furler/sail and see if it turns easily, as it should or if it binds. If it binds, try to determine, by feel, if it's binding at the drum or the upper swivel. It may be that the bearings in the drum (usually one set at the top and the bottom one is hard to service), or the upper swivel have some crud, salt or other gunk in them and they need to be cleaned out and properly lubricated. Another thing to check is the condition of the foil/extrusion to see if any bends, nicks or misalignment of sections has occurred there. You may have to drop the sail to do this. While you are at it, check to make sure your halyard tension is not too tight (or too loose). FWIW, I do not believe you should need a winch to roll up a sail on boat this size -- and you may do damage to your system by using one.Good luck with this.