futureflyer,
Two things.
First, once in UPT, there will be NO time for you to do something on the side. You'll be on active duty orders and won't need the distraction of something on the side.
Second, go to the military thread on this board to look for answers to your questions. Many others have asked the same questions you have. I'm retired from the NG and can give you information on my experience, but it's very old information.
Good luck...fly safe!