RE: When to fly and when not to fly...
At my field, if you won't fly in the wind you won't fly at all. It's usually pretty breezy at my field and I learned to fly in the wind using an Avistar with a little Magnum 40 on it. Believe it or not, the Avistar handles the wind pretty nicely. Sooner or later you're going to have to learn to fly in the wind or let the wind ground you.
Just mho,