Jon - BEST thing you can do is attend a TAP class. Don't know if you'll be able to, with your remote status....
TOTALLY AGREE about the civilian life insurance; I did an analysis before my retirement, and for the last 3 years of a 25 year period, VGLI was going to cost me $900/month, as opposed to the locked-rate for a term life policy.
I recommend you take the SBP. It gets taken out of your retirement pay BEFORE taxes; you stop paying into it after 30 years or age 77; and it guarantees your beneficiary receives monthly payments even if you die before the 30-year pay-off (or age 77).
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The way I figure it, the life insurance will pay off any mortgage(s), vehicles, etc. that I might be paying on at the time I croak; the SBP ensures that my wife still has a monthly income to pay bills with, especially if she's unable to take a job or find another husband.
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Finally, get your medical records together (can take up to 6 weeks) and call the DAV or VFW. They have people that know how to submit your disability claim. They don't charge, and it's a LOT better than trying to take on that system by yourself. I was counting on 40-50% disability; the retired Marine that did my claim knew exactly how to write each and every little thing, backed up by the medical records, and I was identified as 80%. I still don't know if I'm awed at how they know how to work the system, or depressed because of how broken I am.... <grin>
Find and download your VMET. It will identify every military training course you've taken, and also show civilian equivalents for any MOS/AFSC's you've held. This will help with your resume writing, as well as possibly credit for college courses.
TRICARE - you'll have to enroll as Standard or Extra (I recommend Standard), unless you live within 50 miles of a military medical facility. Take the TRICARE; it'll be cheaper than a lot of other ACA options. HOWEVER - it doesn't cover Dental. You'll have to get a separate policy for that. I primarily use the VA clinic for my standard stuff; I use TRICARE for urgent care and my family.