I'm not too familiar with the markets yet but research I've done suggests that the towns of New Britain, New Haven and Hartford all have a good mix of inventory and low prices coupled with plenty of amenities, night life, cafes, etc and local colleges to bring younger people to the area year after year.

Life is not static but always changing.  

Offered to intern/work for him at half the pay as his personal assistant if he would teach me everything he knew.

You now don't seem like the type of person most of us would accept a recommendation from.

Big expense up front, additional expenses over the life of the lock, they can be too complicated for renters to figure out, and they don't solve all the problems a landlord may face.

Personal criteria, building criteria and area criteria will all affect the way a deal appears on paper. two 100 unit apartment complexes, one in an A area and one in a C+ area will have very different financial breakdowns and interest groups.Want to know if a deal is good (for you)?

So the question becomes based on their individual and personal tax situation what is the estimated tax burden they'd save? 

If they're delinquent after only 2 months, they're either facing sudden life changes or you did not properly screen them to begin with.

And I don't think they're taking applications yet, but you'll likely have to apply in person.

If you buy real estate, you will spend hours and days and weeks and months of your life dealing with it… Home repairs, guests,… An investment really has to be pretty amazing to sacrifice all that time for itThe houses I own I bought many years ago at dirt cheap prices and dirt cheap mortgage rates.