One of the recurring objections however is taxes, my investors don't want to incur the capital gains taxes.  

I have a lot of anxiety (that is probably misplaced) when it comes to financing this huge change. 

I feel as though I need more properties that produce cash flow to offset this anxiety in the case of some crazy emergency or something weird happens. 

They don't track transaction history or allow for recurring payments to be setup.

I don't know all the specifics of the VA program but there are many mortgage lenders on BP who can provide the specifics of how best to deploy that benefit.Real estate investing is a capital intensive business and while the VA program will allow you to put less money down upfront, that will mean you recurring monthly payments will be higher. 

What I find so interesting, for lack of a better term, is the fear and anxiety feel related to getting started in real estate.  

I think I'm just having a little anxiety over the process.

Underwriters assume that "repair" items are annual/recurring (DTI hit), and depreciated capital improvements are one-time in nature (no DTI hit).

.- my only recurring debt at this point, not counting my mortgage, is my car, @ 614 per month.

This is a recurring question.