Culinary...you obviously love the boat but you are thinking with your heart and not your head! If you had a Toyota Corolla that was worth 5000 bucks and it had repair problems that cost $10000 to fix you would not be on the "AutoNet.com" board asking the same question.
As I see it your choices are:
1. Sell the boat
2. Sail the boat
Nothing you've reported says that the boat is falling apart. So you have some deck delamination. You're not gonna go to the bottom with that. Drill some holes and squirt some epoxy in to firm things up and keep enjoying the boat or sell it and get a bigger one!