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In the case of mooring, I would pull the plug at the dock and see how much water comes into the boat.

If it isn't that much, then you don't need a sump or bilge pump as it will never get more water in there then that.
Unless..... A leaf or debris block the drain tube(s).

I have seen many Whalers docked without the plug.
Some had too much water for me while others were just fine.
It depends on different factors like motor weight, loading, etc.