Winter with mast up.
At our marina on Lake Erie with it's fierce North winds about 75 percent of boats leave the mast up. About half of those are on custom cradles. This will be my fourth winter, first with mast unstepped. I have never seen nor heard of any problems. I suppose it would be nice to position her head(or stern) to prevailing winds but we don't get that choice. Last year she faced South(link below), this year West. Picture is in Spring, right before launch. For the Winter she is covered, stem to stern.