My friend installed a hydralic backstay on his CS30 years ago and when he cranked it up one time in a blow, it pulled the roller furling
head stay out of the bow stem fitting. That big cast stem fitting holding it just exploded and the head stay and jib
was whipping around. He turned downwind as quick as he could and saved the mast. I think the baby stay really helped saved his mast. When he got the boat back to the boat yard, he had all kinds of horror stories about getting that stem fitting replaced. After that, we all put safety cables on our stem fitting to head stay link.
Also in the last post, I mentioned rounding up too easy, I meant it was because the fin rudder is too short, not the keel. A simple solution might be to put a water bladder or tank under the stern seat to give some ballast when running or reaching. Then pump
the water out when going to weather.
I always had trouble with the packing gland leaking, had to adjust it a lot. The PSS solution should work good.