Especially when considering the tax implications, current interest rates, and if you don't have another purchase lined up.Happy to send you an analysis and proforma for your properties as they stand right now, kindly reach out anytime. 

RE is generally taxed at the most favorable tax rates.

Super low vacancy rates in SD, even STR's. 

The property requires a good/great value add to be a profitable investment (ideally one that can raise rents 50% or more) or interest rates to fall significantly.best wishes

However, if the FHA interest rate is lower, I would still go that route and if rates drop refinance  however keep in mind FHA has PMI for life  Here you go

So, what is happening today is not as important as what will happen in the foreseeable future.If rents are increasing faster than inflation (I use 5% per year as an average rate), then it may be worth holding the property, since your cash flow will increase as rents rise.However, in your post you stated, "Mortgage rates have kept increasing as well, that's why I put a range on negative cash flow."

Most, if not all screening tools do not include a comprehensive rental screening with a renters prior rental rating like Mayistay. 

(Not being a vet I’m not sure of the interest rate difference but know that the 3.5% down FHA is often worse than a conventional 5% down.).

my experience has been (1) I can obtain the same rental rate for a 6 month lease that I can for a 60 day “stay” if FULLY furnished (2) some of these 6 month rental turn into 2 years or more.  

So same thing as an agent pick a technique and stick to it.Myself personally when I started as an agent I did not do follow up like I should have but what i did do was become a CLOSESR  If i got in front of them my success rate was very high so thats where I put my energy and my moto was next..If I could not close them first meeting I moved on the next.