The departing tenant says she will continue paying rent, but I wouldn't bet on it.

Make sure utilities are available, and that you have tap fees included in your estimate, as well as engineering (site plan), architectural plan, and other bits you might need to consider for your market (landscaping and costs of sale, for example).

Best bet is likely (not absolute - everyone's situation is different) is to look at a national lender or broker that has options in lots of states - its a great development versus 20 odd years ago, with technology, internet, places like this - can have access to many more options than before (local broker or lender thats it)

If your goal is to offset your mortgage with a house hack then Lowell would be a good bet, but if you're looking for a longer term appreciation play then the areas closer to the city would be better, although the offset from cashflow may be lower than what you're looking for.A good step for you would be to dig into specific areas more as @Lien Vuong noted above.

I bet it looks very amateurish.

We have a PMS which also doubles as channel manager and is also integrated into our site. 

What are the metrics for determining site selection?

Have been on bigger pockets a while, but havent made full use of the site. 

Ive seen what you do and I bet you guys are just over thinking this. 

I was able to get them in touch with an off booking sites place that had an opening in town.