Just FYI, I own the 1965 outlaw in Seattle. Im still looking to sell it, but its not really a great market for selling sailboats.
I also have water collecting in the compartment under the outboard well. I put in two access hatches to let it breathe when it wasn't in use, but that didn't solve it. Now I've drilled a hole in the bulkhead in the very bottom to allow the water in that compartment to drain out into the compartment under the **** pit. Once it drys out, Im going to pour in some epoxy to make sure all the nooks and crannys are filled in so water will stop collecting back there. If I dont do anything about it, I'll have to replace that bulkhead. Something I dont want to do.