I haven't had the plug out of my boat in about half of dozen years. The auto bilge pump pretty much takes care of most rain water that leaks in (from stern hatches I asume). I see people at the ramp back boat up to water, then start loading fishing gear, coolers and yes , put plug in. Not a fan of that at all. I try to have everything ready to go when I launch and boat comes out the same way.
A very long time ago, before they had all the fish regulations they do now, we use to filet fish when on long trips. After being out at Marqesas for a few days, my friend took his cooler out of his boat and set it on the dock to lighten the load before cranking it on the trailer. We got about 40 miles north of Key West and he called me on the radio to inform me that he left his cooler full of fish on the dock. We didn't go back.
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