We are aggressively paying down debt, but in the process airbnbing our condo and managing another airbnb.

Good luck on your process. 

Several years ago, a few of us detailed our lending processes step-by-step here: I would like to become a Hard Money Lender.

I called Quicken Loans and got through about 90% of the process and then they told me I wouldnt qualify because they needed to use my tax returns. 

The loan/financing is the hardest part of the real estate process.2.

I think the main challenge is having a backup HML that is willing to get far enough through process (due diligence, negotiate promissory contract etc.), only to be a backup and not get paid fees.   

@Alfred Torres to second @Joshua Enriquez , Michael Ortega is currently working on a project for a client of mine and the process has been a breeze because of it.

If they stop paying rent 99 percent of the time the answer to this is to begin eviction process.

You never know what could happen, that way if necessary you can start the eviction process right away if they change their mind.

Depending on the housing market, duplicate process and turn this property into rental or just sell in 2020.