As someone who was in your shoes ~20 years ago I can tell you this is the right way to do things.  

@Bryce Shipley I've been in your shoes. 

If I were in your shoe's the first thing I would do, because I was you in 2019, is sit down and come up with a budget.

They rented a house in the rose city area paid first and last and security.

It never affected me monetarily since my tenants always paid, but I was always waiting for the other shoe to drop.

@Lisa James If your plan is to find a single buyer to step into your shoes, there is no contingency necessary (for this particuar issue) -- single purchase agreement, freely assignable, covering both parcels.

I wanted feedback prior to doing so and was curious as to what others, such as yourself, would do if you were put in my shoes. 

@Kar Sun,No-- if I were in your shoes, I would not rent to them. 

Thats a fantastic book for someone in your shoes.

I was afraid that she was going to file bankruptcy when she got over loaded and the BK court would force me to let her live in my rental without rent until they settled her issues.Her debt was mostly credit cards, used the $ on trips, eating out, expensive clothes and purses and shoes.