Your trusted and smart Realtor should help you since they will get a great commission. 

Keep it up and save for that down-payment. 

IF I'm going to make extra principal payments to pay off a "low(er)" interest rate mortgage early (compared to today's rates), my gut reaction would be to pay off the highest interest rate mortgage first.

With the cash you have, I would put 40%-50% down to get yourself the best rate and put yourself in a position where even if you had to rent out the property on a year-long lease the rental income would still cover the mortgage payment. 

We have money for a 20% down payment.

I am interested in using WY Statutory Trusts and LLCs to box up each individual property, and then using a separate LLC for the management.

.- HELOAN option - There is a small chance that you can pull out the equity using a DSCR HELOAN but make sure to calculate the blended rate and total payment before moving forward and comparing that to a full new 30-year fixed loan.

  $50k is going to be tight...we always talk about down payments of 20% like that is all that you need.

That's another down payment right there.

With residential properties and hard money lenders, they will usually have an option for financing the property's renovations as well.There are a couple of caveats: first, most lenders will require a property down payment.