If they stay long enough to establish tenancy, as defined by the laws in your jurisdiction, they will automatically become your tenant whether you like it or not.That said, this is what we do when we suspect someone has moved in unauthorized.1.

We are doing value add informational content and softly marketing our product once we establish a relationship. 

Through BP I've also joined up with an established investor for an apprenticeship with his company.

We typically will establish a 30 year mortgage but will pay it off as early as seems reasonable.The answer to your question will vary greatly, as you will soon see. 

I would never want to establish myself as the neighborhood chump.

If there isn't a group already established I am interested in starting one if I can gather enough interest.

It might be that I'll have to take another look at Shrewsbury MA later down the line once I am established somewhere a little more straightforward.

They tend to be people who know you and respect you.

What I think he should look into, is establishing a contracting business LLC, opening up a solo 401k, rolling his IRA into that, and then investing in rental properties.  

By having a Realtor represent you, this takes you out of the equation and places the focus on the person that he may have respect for and may know from the industry.