I'm just wondering if you are talking about enlisting in the guard or reserves, or since this is a pilot board, will you be wanting to commission and get a pilot slot? If it is the latter, there is no program to help with your student loans, that will be all up to you.

As for her not supporting you, that's something you yourself have to figure out. Believe me though, I've seen plenty of people who got married young and wound up divorced young even in the few years I have been in the military. You have to do what you believe is best for you, and if you don't think she is who you want to spend your life with, then is it worth giving up your dream to save the relationship? As for the difficulties with serving, being in the guard or reserve gives you the best of both worlds because you won't be PCSing every 3 years. Yes you will deploy depending on what your job is, but at least when you are home in the states she knows you'll be there, close to home. Active duty you could just as easily have to PCS across the country and then deploying would be the last of your worries if a long distance relationship isn't what she wants.