Re: how high well does my boat point?
Hard to comment without some more info. How high can you get? Perhaps your expectations are unrealistic - are you trying to point as high as some other boats?
One thing, though, I woudn't count a furling jib helping with pointing except when new AND fully deployed.
1984 Fast/Nicholson 345 "FastForward"
".. there is much you could do at sea with common sense.. and very little you could do without it.."
Capt G E Ericson (from "The Cruel Sea" by Nicholas Monsarrat)