So finding the cash flow you desire will be far more difficult.  

In particular, in desirable areas, for permanent/good financing, often 25% down doesn't cut it. 

Hendersonville is also becoming a more desirable place to live!

Building your net investable assets to their highest amount will enable you to meet all your financial goals, including your target passive income.As an example of this (I’ve used this example in a previous post) I had ownership in a retail/service center I desired to sell.

However, I tried to conduct some research on the two firm founders - Anthony Grosso and Christopher Palermo - to find out where they worked before, what expertise they had managing CRE, who they were associated with, etc. - typical due diligence items to gain confidence and assess credibility before turning over any of my hard earned money.

What makes this a "less than desirable" property?

Besides working out the numbers, IMO a big part of your decision should be based on how desirable these assets will be to keep in the future.

Now my desire is to give a notice to vacate to Steve.

I would generally agree that places with high crime are not desirable areas to invest. 

Now, I have used my VA loan multiple times and firmly believe in using it when you can.