Having a wholesaler that will work with a VA lender is rare as most of times it has to be HML or private money so I'd give that consideration but I would have thought that he/she could have seen this coming with a VA loan.

Specifically San Antonio, is an area I am keen on.I am/was considering investing, but wondering if this is something you'd take into consideration.

7) Are there any other considerations that could bring their points or interest down?

What all do I need to take into consideration when I am thinking about tax time? 

All contracts, options, or other devices not based upon a substantial consideration, or that are otherwise employed to permit an unlicensed person to sell, lease, or let real estate, the beneficial title to which has not, in good faith, passed to such party for a substantial consideration, are hereby declared void and ineffective in all cases, suits, or proceedings had or taken under this chapter; however, this section shall not apply to irrevocable gifts, to unconditional contracts to purchase, or to options based upon a substantial consideration actually paid and not subject to any agreements to return or right of return reserved.I regularly turn in these frauds.

Now I have some considerable cash and want to start buying some rentals.

The buyers buying at peaks with stagnant rent growth looming, increasing property taxes, and rising utility costs with multifamily buildings have a bunch of future gotcha's that can severely impact upside at the current point in the cycle.Check on building something new.

If the property is higher end, I have seen as high as $10 PSF for top quality wood so that could be a consideration to preserve value upon exit.

That is a really good area and it's on the rise currently. 

After they are finished, they refinance the home (which reduces the cash flow considerably) but makes you liquid enough to purchase more homes and rapidly expand your rental portfolio.