Roller furling headsail. Why do I struggle with it?

[Rockinar]

New to me boat. Last boat had hank on. New boat has a brand new Harken MK1. I struggle to get it back in a lot of times. Other boats I see seem to have no issues. Not sure if I dont get it or what.

Is there some trick to it? My hank on point I just point up wind and release the halyard the the sail drops on the deck pretty much. It was non issue. Not the case with the roller. Im struggling, even in low winds and doing what I can to release pressure on the headsail.

Is there some trick that makes it easy to get back in? Also the furling line the rigger put on seems really small and hard on the hands which does not seem to help any. Not sure what size it is. Not opposed to roller, but if its this difficult normally, Id go back to hanks.