I started investing here for the long-term potential, seeing how much money is getting pumped into the market. 

Evaluate interest rates, loan terms, and any potential changes in the interest rate environment that could affect your financing costs. 

Yes we could potentially do a HELOC, but as mentioned the rates/fees on a second home/investment HELOC will be higher just as a disclaimer. 

After some basic research, it seems to me that an FHA loan or, potentially some type of physicians loan may be the best option.

I would highly consider the price points and rent potential of both properties. 

Just as others have mentioned, a Debt-Service Coverage Ratio (DSCR) would allow you to potentially get an investment property without dealing with the income verification. 

We naturally started with our personal circle of family and friends who have witnessed our journey from the beginning, we have also begun posting blogs on LinkedIn and our website, we've created a CRM database of all the potential investors we have met in our network, and are soon releasing our first recurring email newsletter for our subscribers.The frustrating part of all this is that it feels like I'm pushing a rock up a hill that just won't make any progress.

I have grown my investments in Back of the Yards for various reasons, but my main one is: I grew up there and see high potential for growth in that area. 

With the right preparation and understanding of how banks operate regarding these properties, you can potentially secure a deal that works for your investment goals.

One key advantage for both your owner-financed primary residence and potentially the single-family home, if it's not your primary residence, is the mortgage interest deduction.