You didn't do yourself any favors when you mentioned that the new car has all the bells and whistles but do whatever you feel is best as this is a personal decision. 

For this example it looks like I would need to buy it for much less than asking price if the numbers stand right, can an experienced rental/flip investor look and see if these are sound?

On the surface that sounds fine except with VRBO I did not where I have access to their credit card to charge them directly but rather I could submit an extra charge and it's up to the guest if they pay or not.

It's short sighted because it sounds like there is a high likelihood this current tenant will pay. 5.

It sounds to me like your Austin home is a "Sell" candidate - while it could appreciate over the long-term, you might be sinking cash into it for many more years in order to realize that appreciation.

Sounds like you're putting in the work, researching, and joining the best possible forums!

I know you feel you are on top of it, and it sounds like a class A or B.

Sounds like they're considering some rethinking.

Hey Daniel, sounds like your in a good spot to reposition your portfolio. 

I ask because most who write similar posts on BiggerPockets are unable and I am sorry but  "A unique blend of benefits that are favorable for R.E investors who are sole proprietors" sounds like something a  fear mongering asset protection company will tell you before upselling the expensive and unnecessary asset protection product.