From what I've read around here (I don't winterize and my heart goes out to those that need to) the spark plugs are trashed in the Spring after start-up regardless of what type of oil you're putting in the cylinders. Also, I think tossing motor oil in the intake is a good way to clog up the very small passages in the carburetor. The textbook method is squirting a shot or two of Marvel Mystery Oil into the spark plug holes.
As for the preferred oil in consideration of the wet "clutch" (to apply a motorcycle analogy), straight 30 weight detergent motor oil is recommended by our host and Rotella seems to be popular with many knowledgeable members.
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Neil
1977 Catalina 30
San Pedro, California
prior boats 1987 Westsail 32, 1970 Catalina 22
Had my hands in a few others
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