At the end of the day, I understand the goal of the city's programs (ensure landlords aren't slumlords), but typically they are just a formality which is the real problem, in my opinion.

This includes ensuring that the building is maintained well, heated, cooled, etc. 

How do you ensure you are offering over the mortage balance...my thing is - is the lender still holds the title how can you have an agreement with the occupant on the sale?

Pricing is important but I am willing to pay a little more for higher quality answering to ensure I get the highest ROI on my marketing campaigns. 

You could also ask for a set amount of funds to be placed into escrow (for a set amount of weeks after closing) to ensure the repair(s) have been made properly. 

Even though they are the expert, you still need to ensure they are a good fit for you.

But over 95% of the stays there were no problems, and I'm blessed that my LTR tenant has great pride of ownership in our property so he looks out for the property and has even offered to help maintain  parts of the outside of the duplex to ensure my STR guests always have a great overall impression of the property upon arrival.

You should also have a clear understanding of the purchase price and any contingencies or conditions that must be met in order to complete the sale.Condition of the property: It's important to thoroughly inspect the property to ensure that it is in good condition and that any necessary repairs or renovations have been made.

I do self managing, but I’m doing 6 units and I’m doing them locally, so it made sense for me to learn the business and try to be as efficient and profitable as possible.

This can help to ensure that rent is paid on time and in full.