With Math & Physics in particular, given that you're starting a bit late (even 18-year-olds struggle mightily with these subjects), might not be such a bad idea to take just a few credit hours, only in these subjects to help you transition from working full time to school full time.
Odds are you can probably apply some of your BA credits to your BSAE degree but with 4 years of math you won't be able to make the degree happen any faster even if you went full time to start.
Also, devote 10 hours to scholarship hunting. Apply, apply, search, and apply. It's amazing how much free money people pass up to get loans for.
Do you think there would still be many scholarships that a 30-something white male, going to school for a second BS, a MS, or a Doctorate would qualify for? I'm just about finished with my BS, which was largely funded by the GI bill, but I'm trying to make plans for when that money runs out.
I honestly don't know where to start when it comes to looking for scholarships, do you have any resources that you could share?
One of the ideas that I've toyed with is trying to fill the gaps in my Information Systems degree by taking calculus, physics, possibly algorithms, and then trying to apply to Georgia Tech's super-cheap CS Master's program. Info systems is more of a business degree than I expected, when I really want to do software development in the long run.
Once you know this, how likely is it that you will be able to break in with your degree? Can you break in without the degree?
Personally, unless you truly are committed and really want to do this, further education isn't an answer. You will be losing four years of income plus career growth.
Based on your description of the work you have been doing, you could likely get a good job outside academia. Maybe what you are really looking for is a change of environment.
If you don't have a problem working in the defense industry that would be the most logical place to start looking for work, especially on the simulation side. Although with defense spending being tight right now it may not be the best place right now.
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Don't borrow money for school, it's a trap