One lingering awkwardness I have on my cat is locking the main halyard ring on its hook at the top of the mast.
Shackle + ring look like https://www.windsport.co.uk/wordpress/wp-content/uploads/2017/10/02108.jpg
My current "winning" strategy is to set the ring leaning forward and tighten the shackle on the grommet until it's locked on that "leaning" position. Then hoist with minimal pull on the halyard itself (keeping the mast track lubricated, and feeding the sail enthusiastically); so the ring and shackle stay "leaning forward".
When it works It Works!
Knot is small, and facing forward. I recently added a little carbon fiber 'flap' on the half-righ that holds the halyard, and it helps a little bit. But not enough.
Mulling dipping the halyard end in liquid electric "tape" (with knot in place) so as to increase its rigidity... don't know what else to do. Suggestions? Tricks?