D,
I forgot to mention that the upper shroud should be slackened or removed before attempting this fix. But, before you do this, remove the "Leaking" chainplate and properly rebedding it. I use Dow Corning 795 for top deck fittings however, Mainsail & Stu says butyl tape is the way to go. I will try butyl on my future caulkings, but I digress somewhat on this. These guys know their Sh**t, follow their lead, it tried & Proved. you can use the position of the newly caulked-in chainplate to use as a template for mounting & drilling the thru bolts after the your modifications.
This will become your template for mounting the chainplate & drilling mounting holes to secure it in place to your newly modified bulkhead. Again, use this as a template to locate & drill your new holes for the chainplate attachment, keep tight tolerances in drilling.
The IMPORTANT thing to keep in mind is, to be as exact as you can in cutting & making the cutout replacement piece, the truer, the better. Your chainplate should be disconnected from the shroud or your spar should be stepped. Re-bed this chainplate first. There are threads dealing with recaulking of chain plates on SBO, I suggest you check them out & you read these first before starting. Then, it all comes down to your comfort level as a do-it-yourselfer, or use a ship's carpenter. Don't you just love a job well done man? It could end up as onward & upward experience. Keep us posted.
CR