Going back to your actually question prior to all the additional information and sidetracked explanations...

I will tell you this first hand, you are getting to a critical point in age. What you had at one time going for you is falling by the wayside and thats prior flying experience. You said 27, 400+ hours, CFII... Pick a type of aircraft you like or would like to persue if you are going guard/reserve.. You also need a location. I don't recommend AT ALL, shotgunning resumes out to especially guard units.. they are families, they DO NOT like hearing or finding out that you are just hoping or trying to get a job anywhere... ANG is a long term commitment. They look to see ifTHEY want to keep you around for twenty years, unlike the active duty world where you are stationed to fly for 3 - 4 years at a time. Your flight hours proves you have air experience, but know all new UPT candidates have to go to the wash out program in Pueblo, Co.

Your age is what is going to affect your ultimate decision. Again, first figure out branch, then active/reserve/or guard and if the latter... pick airframe and paticular unit. If you apply at more then one be ready to explain to the unit in a face to face board why you shotgunned your resume...

Good Luck.