I’m searching for an investor-friendly carpenter and plumber.

I havent relocated for opportunities but have some experience with Mid-term rentals - For MTR I would find major hospitals and then search the houses around them, if they are priced really high / numbers wouldnt work, eliminate that market.

I tried to some AI searches, but they were mostly inconclusive. - Mom is 73.

I'd like to lock this up under contract but need to identify the best exit strategy considering I'd like to hold onto the property/operation. 

A good place to start figuring out profit/cash flow is to search the forums for the 4 Square Analysis. 

If you're not having any luck with mortgage brokers (I'd search out the ones who specialize in investments), then go to your local REI meeting. 

Search for and buy a bad roof.

You can also use online resources such as City Data to search demographics in the area. 

Partner Driven identified the property through our direct-to-owner strategy.

A good mentor will help you evaluate things and identify potential hurdles before they come into play.People fail because they think it's easy without understanding what the difficulties can be.