The goal of this plan is to free up VA benefits to purchase a new home, rent out the current home that I am in and get cash to put into other investments.Please feel free to offer any advice or critiques.

Your military benefits will give you a huge leg up over your coworkers.

As this area isn't so regulated, how does one actually receive the" benefit of their bargain" if after committing to a loan, the different figures begin to drift those those understood as the agreement?

How many times have you used the VA benefits on a home loan?

Thanks If its a one off event, maybe give him the benefit of the doubt.

There are also many gated neighborhoods in the area so I would benefit from learning more about what you want to help you see if it is a reality.

In 18 months, that will be an $88,000 loan unless you make at least the interest payments.  2) you have to decide for yourself whether you think any student loan benefits (new low interest rate, 0% interest extension, forgiveness, etc) will be passed into law.  

@Kyle WegenerWhat is the benefit to paying down your principal while you are trying to scale?

With the 1031 rule, you can essentially “swap up” your properties indefinitely and still benefit from tax deferment.

I know there are some benefits for first-time buyers and I wonder if those benefits would extend to this situation.