You can refinance the first trust and in the process of that transaction subordinate the second trust so it remains in second position.

The big ticket items are more on the side I'm living in (at least for a few years, then plan to do this again with a 3 family, or remain here and still own another multi-fam).

And if you are a good landlord that repairs and replaces things and has well screened, happy tenants that are fulfilling their lease terms- then it will always remain work... but happy work.Now, I am a ghostbuster.

How can I differentiate between a town with potential and one that will remain behind the curve?

My wife and I have a very specialized 1st position Heloc on our property that's tied to a zero-balance-sweep checking account.

However, there's a balancing act between down payment, interest rates, and loan term to ensure your payments remain affordable for the buyer.

Refinance, new investment and sell primary: Refinance primary to get ~$50k out, find a separate cheap investment property that can cash flow (aim for under $250k purchase price so we can put 25% down), and then sell the primary at end of next year to get remaining equity out to use as a down payment for a new primary (assuming it will be about $80-$100k net with expected increase in value due to being in a hot neighborhood and purchase price of ~$500k, know it's less than 20% down)Considerations: I am expecting the next primary to be a place where we spend 4-5 years max (expecting significant increase in career based income after initial partnership buy in).

Then, this distribution comes along that is taxed like a dividend in so much there isn't FICA applied, but still like ordinary income tax rates.So, take the total income of the S Corp less any expenses/deductions (which would include your salary(ies)) and that is what is remaining to pass through to you. 

You would be tied up in court for years trying to fight the government and likely lose. 

... and how increase in demand remains relatively constant even while borrower eligibility factors fluctuate, often wildly?