@Todd Mason
Todd this is a great question. I own 5 rent units, but currently renting since it’s cheaper. My wife and I go back and forth all the time. We are on the verge of buying a new home, but always debate whether to pay off our rentals then snowball money to pay off rest of rentals.
For me, I want to get to a number of real estate investment units where I’m “comfortable” or “done”. For me, it’s 5 investment units, so I’ll probably follow the other users approach, pay smallest mortgage and then snowball rest of rentals to get them paid off. This then, can be used to have tenants pay for your mortgage and you take the personal write offs.
In short, I rather have my units paid off in 15 years as my “Sleep Insurance”. Then, start investing some more rental units, so if I screw up or market tanks, i always have my paid off 5 units paid in cash to take care of family etc.
Of course, I recommend checking with actual experts.