Question: Have you tried to fit just the handle in the hole, and see if indeed it makes contact/seats on the other side of the CB trunk?...By your measurements, and assuming your CB trunk didn't deform, you should be able to slide that handle home (it should sit flush over the gasket when properly located). Then try again with the board in place; if your boat is sitting on the trailer it's a bit tricky to set it right...if the boat is careened on its side it's a lot easier to set it right. I remember the first time I dropped my stock CB it took a bit of fishing and wiggling the handle until it set in correctly.
It is incorrect to assume the DS 1 CB is "only supported from one side"...that would be the case only if the handle is not seated all the way in the opposite bushing/plate. The CB handle is
secured from one side with the triangular plate and bolts, the other side of the handle's tang rests and pivots on the opposite side's f/g'd plate, and as long as there is pressure from the triangle plate keeping the handle from sliding sideways, the CB is indeed
supported" on both sides of the CB trunk.
sketch not to scale
Here's what a properly seated CB handle should look like (no gap between handle/gasket/CB trunk)
So, like Green lake said, drilling and tapping a bronze bolt on the port side is an option; patching up the hole on the port side is another, as long as your handle's tang sits on the inside of that hole, you're good...patching that hole will keep the water out, so will a bolt and a second gasket...whatever works for you
cheers
Mike
A crappy day sailing is better than a good one at home...
DS 1 #2313