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I'm in favor of the toothpick or wood (hardwood) sliver and a drop of epoxy. I always use soap rather than wax when putting screws in wood or glass. I just draw the threads across the bar of soap and screw it in. This really helps going in and out, at some future time.On a boat, I'd make sure the use the epoxy. You might want to lightly spray or wax the screw before putting it in, to make sure it can be removed in the future.
As for the snaps, I am changing over to turn buttons wherever I can as the snaps corrode and either tear the cloth or pull out the screw quite often, after a few years of disuse.