As Yz2009 said, the boat will self bail at the dock. I only leave my 20 at the dock when I'm on vacation, a week or less at a time, but I've never had a problem. But I have redundant bilge pumps, float switches, and batteries.
The deck of my 20 is a little soft in the same spots. I mounted a leaning post six years ago, making sure all the existing holes were sealed so no more water could get in the core of the laminate, and it hasn't gotten any worse.
If you are at all uncertain about the boat, a qualified marine surveyor would be money well spent.
Dave
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Blue Heron Boat Works
Reinventing the wheel, one spoke at a time.
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