I am former enlisted. 8 years wrench turner on F-15. I have flown with enlisted guys from drill sergeant to DV honor guard to mechanic, you name it. Use the GI bill for what it is there for and get r done.

Get your ratings, instruct, do whatever, build time, and get the first job. The first job will lead to your second job. You should be able to make it to a major within 4 years of flying regionals. Just get that first flying job.