Hi Daniel,
You don't really have to worry where the stainless steel pin goes through the centreplate but the hole in the case would be better with some kind if bush to take the load off of the plywood. I built a fibreglass bush into mine when building the centrecase, but you can still do something now. You could have a bronze or fibreglass bush made to fit the pin that you could glue in, [I wouldn't use Stainless steel on stainless steel] or drill an oversized hole where the pivot pin goes through the case and fill it with thickened epoxy and then re drill for the pin. Make sure you have at least 3mm of epoxy surrounding the pin. You would need to push a piece of snug fitting wood covered in packaging tape up into the case to cover the hole from inside to stop the epoxy from running in, not too difficult and you won't need to find someone to do the machining for you.
I guess I had better finish the centreboard winch for you , you will be needing it soon!
Ron
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