Doug, for oou cars that get less use and are for the most part cruisers... personally, I'd extend the break-in period oil wise just to make sure the rings seat well. I've heard different things depending on what type of rings you use etc.
But, when your ready, and again, depending on the oil manufacturer (I use Amsoil) go by their specifications. But say Amsoil, I would change it with the oil, and again after about 1K and then at the end of the season. The next summer/season typically you'd only change it once...
Again, a lot of variables, but just watch the oil, coloration and do what feels best for you.