Good pic Erice.
My rudders will not come even close to that far forward as shown in the first pic of my boat.
In the second pic, the rudders are un bolted and pulled forward 5" and down 2". I think that rebuilding the rudder head is the best option. I dont think I want to mess with the bottoms It might be a problem keeping the sides equal. I would think that a little bit of difference in contour at the bottom of the rudder(side to side) could make a huge difference at 18mph, hydrodynamicaly speaking.

Now, as I said in an earlier post, the leading edge of the rudder jutts forward of the rudder pin approx. 2". How will that effect the center of effort on the rudder itself if I put that leading edge plumb? Will it make it squirley? I guess I should build them plumb and I can rake them back with the adjuster screw. It may just take some T&E and R&D to get it right.
I am thinking of oak dowels for the head. I will get some pics when I do it and post them.... on second thought...