Pretty much the core of the STR business.Higher your rank gets, you can increase your price and be more picky in selecting customers which usually lead to a better review / less party or complaints / less expense and higher profit with a happy life.I know some people will argue, but the ranking system is the truth and should be the only guide to your STR journey. 

These do require more time and organization though.Looking forward, after 5+ years of owning a property, assuming you bought in an appreciating area, you should have enough equity built up via tenants paying down your mortgage for you and appreciation to refinance out of the VA loan (if you haven't already) or even cashout to buy more or to supplement your earnings.Theoretically, if you have enough properties you could refinance at least one a year.

I want to use the profits from flipping in my home market to obtain and pay off properties in a better cash flowing, landlord friendly market.

So I call many "Deferred Specialist" and they finally advise me to do 1031 instead because if the LTV is not less than 50% and the sales proceed are not large enough -- it's not profitable for them to work to manage the Deferred Sales Trust AUM. 

I love where you mind is at and how organized your post/plan is.

I am working with a nonprofit organization that will be using this home for a program that is geared strictly to homeless veterans to find them suitable housing and assistance with finding jobs.

. ~$13200  (forecast equity increase) -$4200 (cash flow) = $9k First year profit ideally that will increase annually.  

Because of the balance sheet is off you can certainly bet that something is wrong with the profit loss statement. 

These are big money plays life changing profits but RISK you bet..

The best advice is don't buy in any area that prohibits STRs or makes operating them so onerous that you're unlikely to make any profit.