No leaks into my Destroyer when underway, but it has a bad bit of design, two in fact (oh dear here we go me in trouble again!!)
Firstly you can't drain everything out with the boat out of the water because there is no drain bung at the stern, and the trunk is not at the lowest point so as soon as it rains you have water sitting in the bilge. In fact as I commented to somebody recently, they should sit this thing in the middle of the Sahara with the amount of rain that falls on to it, the place would be green by lunchtime on Thursday!!!
Secondly there is a compartment up in the bow (where the anchor and stuff like that sits) with a small bulkhead across it, which fills up with water and the only drain is into a compartment under the floor - so the alternatives are to always have the hull full of water, or to have the anchor stowage compartment overflowing every time it rains.
Not sure who thought of those ideas but they seem a bit daft to me