You didn't say in the three options you listed what you wanted most..
Life is too short to be miserable. Its not like you're in a job saving $10k/mo and having to stick it out 12-18 months to never work again. Your numbers still look like 6-10 years depending on market performance.
Yes, you're right it is that long minimum, but in 12 years I also get a $50k pension AND free healthcare, so suddenly market performance doesn't matter and I can do whatever I want with the portfolio I've built by that point. I would also escape this place in a few years by cross training or doing a health care commissioning program, which I will likely do.
I'm leaning towards maritime academy or RN at this point, which brings up more complications. I can be an RN in the military and have my education paid for by the military while going to school (don't have to use GI Bill). I would also be making my current salary during that time. But what that means is that I would still be here for 2-4 years longer while trying to get into the program.
So here's what the breakdown looks like for that plan:
RN out of military:
Complete all prereqs end of fall 2015
Ideally start program fall 2016 (have 7 months to fill in the meantime!)
Pros:
Better chance to meet a likeminded SO
Free to live anywhere I choose
Free to find alternative career in the meantime
RN then progress to CRNA, make much more money while also enjoying more freedom
Cons: potentially little to no extra asset accumulation for 3+ years
RN or PA in military:
Pros:
Not as much stress, now have a plan to escape being here in 2-4 years
Complete all prereqs spring 2016, can't apply until spring 2017, leave fall 2017
Financial benefit for 3-4 years still in: $105-$140k saved, so base existence FI fund achieved
Cons:
Still here for 2-4 years
Potentially not get into medical program
Wasted 4 years in terms of alternative career progression
Even if I get into program, may be given assignments to places I hate, may likely never live where I want until FI