Clammer,
Always a good idea to "winterize" a two stroke engine if you're not going to use it for a while. The rings have tendency to bind to the cylinder walls if not properly lubed before layup nd that's not a good thing when you go to start it back up again. A month or so without use ain't a problem, the way you use your boat I wouldn't worry about it either. I would think that for you changing the lower unit oil would be more important, ust to make sure a seal didn't fail and you wind up getting ice in there and breaking the housing.
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