I was in your shoes a year ago, now I have four STRs.

I'm in similar shoes as you are and lately have been re-shifting my focus to multifamily. 

If I were in your shoes, I wouldn't want to be cashflow negative !!!   

If I were in your shoes, I'd take a step back and before I worried about how to analyze a property, I'd decide what my investment goals are, which will heavily inform the way you analyze a property.

If I was in your shoes, I would first look into this option of tapping into the extra VA benefit that you have yet to utilize before doing another refi. 

In your shoes, I would focus on areas that are Airbnb friendly and also focus on properties that cashflow as long term rentals.

Based on “substance over form” principles, it ruled that the IRA did not really own Roth Inc for two main reasons:• The IRA’ were exposed to no significant risk; and• An independent person in the IRA’s shoes could not realistically have expected a benefit.Since the IRA did not really “own” Roth Inc, the income really belonged to the taxpayer – and putting that money into the IRA resulted in a taxable “excess contribution”.More specifically, the court held that a $500 investment, absent any other significant risk, does not give rise to any real risk for the IRA.

I hope to be in your shoes one day as well.

The trainer didn't seem super interested, but still it made me think about the old saying:"When even shoe shine boys are giving stock tips, it is time to sell." - Joseph P KennedyIt is important to note that Joseph Kennedy profited from the stock market crash of 1929 by predicting it and this was how he knew it was coming.

And in a lot of cases, sellers tend to not even be able to produce those as its all shoe box accounting.