A reliable tenant stays for many years, pays the rent on schedule, and takes good care of the property.Reliable tenants are the exception, not the norm.

Be careful asking such questions.

It's a fairly unregulated space (charging grandma $750 to puts around for 3 hours, after moving the old box from the horizontal sensor, which was the only problem with the garage door to begin with), so some combination of carefully reading reviews (you have to actually read them to make sure it's not 200 fake reviews), and maybe not giving them the full contract all at once, is in order. 

And who is taking care of the landscaping/snow removal? 

There are a couple of things that come to mind, if a payment is missed the lender cares, if the servicer goes out of business or misses a substitution of trustee, the lender cares, if the borrower goes to the lender to try to get removed from the loan (usually to buy another house) the lender cares, if the property gets caught up in a bankruptcy or divorce, the court cares and that means the lender gets involved.

I care about income waaaay more than cashflow.

Definitely tread carefully here to avoid any discrimination claims!

Listening carefully and asking open-ended questions like “What’s most important to you in this deal?”

It is a perfectly good fridge, tenants don't care.

We cash flow on the property about $140 a month and the tenant buyer takes care of the repairs.