I'd say there is pretty close to zero chance the military will help pay back those loans. You might run into some problems getting a top secret clearance with debt like that as well...not sure how they figure all that stuff out.
As a suggestion, with a CPL you might score a job flying UAVs after school...not kidding. Ratheon and some other companies pay a ton of money even for sensor operators. If you deploy it's tax free and you're no kidding looking at 6 figures your first year (if you deploy). A good friend of mine just finished paying off his ~70k debt after about a year and a half as a sensors operator.
