Lot next door- possibly building additional home someday.

Feel free to message me if you have additional questions.  

I definitely am leaning toward the first application being the one for me, and I appreciate the advice to make sure it is a good tenant in addition to just being a flesh and bones human who (might) pay me the rent on time.One of the advices I read above was to be a bit less discerning perhaps and get someone in the door for 6 months at a reduced rate, and then find my golden tenant in the summer.

Finding a decent contractor might be one you want to spend more time on in the start since it could take longer to find.

In addition to checking Airbnb monthly rates, I checked the MLS to see what monthly rents were.

In addition, the PM is running a business and insurance (GL and WC) costs money. 

Spend more than half of your total working hours in an RE business in which you materially participate.2.

New roof, interior & exterior paint, finished additional living space What was the outcome?

If its the latter then I always caution people spending money to save some is not always a good strategy.

Many are spending their money on Christmas gifts.