Gizmo has always been really all-weather, which I credit to the fact that he was a fall dog born in September. So by the time he was learning to be house trained outside, the weather was gross already. In fact, when we brought him home at 10 weeks old, we had snow that day and for a few days before, and the breeder had already been house training them in an outdoor run. So he doesn't bat an eye at the weather at all.
Finley is a different story. He seems to have adjusted now, but he was a summer pup -born in June, came home early August at the peak of perfect, hot, summer weather. So when it turned, he had a hard time adjusting to the wet and cold. But he seems to have come to terms with it now