A couple of more items to consider on the issue of the ski locker drain plugs and pooling of rainwater/wash water...
On my boat, when it rains and I have no cover on, lots of water accumulates at the bow. When that fills to 2" or so, it overflows into both the self-bailing scupper AND the ski locker. In fact, I think I found that there is a gap in the gasket at the front of the ski locker and it fills up the ski locker pretty well (and then everything goes to the scupper out the back). If the plug is not pulled to the ski locker, none of that ski locker water makes it to the bilge.
Also consider that your boat cannot sink to the bottom. The hulls are filled with foam. You can flood your boat, and fill it up to the gunnels. But it will sit there with about 4" of the gunnels above the water and will not sink. Can't happen.
Also, also: If you have a gash in your boat and the ski locker plug is in, eventually, the space between the hulls will fill and then the water will enter the ski locker from the top and fill the ski locker. So having the ski locker plugged will not save your boat. But having the ski locker plugged will provide you time. First, it makes the space less in the hull for the water to fill up before reaching the stock bilge pump, so that gets started faster. Second, it will keep the boat more buoyant for longer (until the hull fills to the level of the top of the ski locker, the ski locker will hold the boat up).
From all of these considerations, I prefer to boat with my plugs in while underway. But when docked overnight, etc. or in the rain, washing, etc., I see the smarts in leaving them out to allow things to drain back to the bilge pumps.