boat hull plug tricks?

inertia said

All my boats with that fitting, use a brass version of the fold-over thermos bottle plug.

WEST MARINE Flip Lock Drain Plugs | West Marine

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Every boat I have had uses this plug also. They say to put it in from the inside. Reason being is that it may come out if installed from the rear. I’ve never had that happen in 40 some years. Kim