Right, well as you rake forward you increase the load on that very spot. Like forward swept aircraft wings. Ever go canoeing? Ever sit up front and stick your paddle out front to bow steer? So does it make sense to remove material from that spot?

I suggest you experiment a little before you start grinding. Try spacing the top back and see what happens. It's easy to go back.

The way I see it there is three ways to to rake rudders forward. Grind the lower part of the casting or rudder, move the pivot point or space the top back in relation to the bottom. What's the easiest?

Rudder rake is a feel thing. It won't fix a lee helm problem.

Just wondering, does your jib overlap? Have you tried rolling up the jib with the chute up, if it does?