You may want to find a good agent in the southern NH area as I'm hearing that market is prime for investment with people moving up from MA, but your other markets might be just as solid.Also, since you're already an agent, it's pretty easy to get your reciprocal license for NH or RI.

What is the quickest and most feasible way to transition from living there to setting up this house for passive income: leaving a property manager or somebody to take care of it!

I've been interested in real estate investing on/off over the last two years.  

I am wondering if anyone invests in this area can provide me with some referrals?

This motel has been great for the last 4 years, constantly filled, my manager lives on site and gets free rent for taking care of the property, filling units and collecting rents. 

With that said it's a great investment as long as you manage your risk.4. 

We have some leads on assets in the humboldt / jackson area in tennessee and looking to connect with investors in the area.

It sounds like you have a great background for investing as well as assisting other real estate investors in buying suitable real estate. 

Essentially, we would like her to be able to be hands off and I’ll take care of it all. 

Trustor will not permit any change in any license, restrictive covenant or easement without Lender's prior written consent.Now the practical answer is no one is coming to check on the property most likely, and unless you default no one will likely care.