There are a couple of new options for repaying student loans currently. The first, and most popular, is you pay 10% of your pay per annum for 10 years, and you're done. In round numbers, at 30K per year position, you are forgiven 90% of a 300K loan.

Second, I would go talk to a recruiter. Although the Air Guard is effectively shrinking, guys are getting out, and there are dozens of IP positions currently available. Uncle Sam will pick up $50K of earlier student debt, while you actually get paid well to go to work. Most IP positions are GS-13, which is nice paper.