For instance in your example of the remote repair, what happens if they go to replace the battery and find out the battery started to corrode and they need to clean the leads, or the issue was actually that the remote got wet and needs to be replaced (it probably took them some time to debug that). 

This plus the fact that when the kids are gone her housing needs will change, lead me to recommend that she rents for next 3 years until kids go to college, then consider WHERE she wants to live; the size of the house, condo or apartment, etc.

It seems like MA encourages (and maybe even requires) that you register with the Department of Revenue which leads me to believe it should be held in an LLC or business. 

The difference in beds between 2-3 will make a big difference in how long tenants stay.  2 bed in a house or duplex leads to a more transient tenant.  

We've been using Fast Home Offer in addition to Need To Sell My House Fast and have been satisfied with the lead quality

As for source of leads I don’t have one.  

I'm simply leading with my perfect scenario above as an example of what I would like to do so I can get possible suggestions on where to find investors who have the capability to do that...not necessarily all at one go 

Stupid questions lead to stupid answers."

Even though they were not his tenants they sued him for lead paint poisoning and won a multi-million dollar verdict against him.

I bought my first home with a VA loan back in 2020 after my deployment and that purchase has lead me right into real estate with using my equity to buy my 1st property and then on to building a small portfolio.