I ALWAYS leave it in unless there is a reason to pull it out and let it drain, then I put it back in, period.
Geez, all you have to do is get the boat up on plane and turn on the bilge pump. Don't ask me how I know...
You must have one of the duck bill drain plugs? Soft rubber that allows the bilge water to drain under power?Don't even need to do that. Get on plane and it will self drain. If you have a bilge pump you really have little need to remove the plug unless you are winterizing the boat.
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