Was thing LTR, especially with this being such a military centric area. 

They're retired military individuals and so far things are going well.

At the end of that 12 months, you'll likely be able to rent the house to a tenant, even if they're not affiliated with the military.” https://mortgagesolutions.net/...I am bias but would choose a VA Loan.

It sounds like to me the best strategy to me is find an investment partner and mentor to help coach me through this initial phase of my investment career. 

Obviously the 240v circuits stay switched off since the two 110 feeds are in the same phase but you could bring all of the 110v circuits on line within the capacity of the generator and the backfeed circuit.If you were set on using the 240v plug setup because in the future 9/10 you'd actually be using a 240v generator, how could you achieve a ground from the backfeed plug to the 110v generator you had access to currently?

We will be moving in October of 2021 on military orders (possibly overseas). 

I was calmed a bit by having about a third of our people on section 8 and/or  guaranteed fixed incomes like ss or military retirees or disability. 

Yes, required third party reports are appraisal, Phase I ESA and ALTA survey. 

I think we get different mind sets as we age as well.and if your in growth phase  hold phase or wind down phase that all makes a difference..  

They make well over the required amount of money, ex military, fair credit scores.They have one glitch.