Being south of the city look into the Eastern Mass REIA in Rockland (2nd meeting in Taunton, though I think that one is canceled this month), the South Shore REIA on the Cape and @Mike LaCava 's meetup in Plymouth.  

At first, the idea of wholesaling was a turn off and a cheap way for the masses to get into real estate investing.  

Should I send a personal typed/handwritten letter or should I go a more impersonal mass market postcard approach?

It is for Mass where I do my loans anyways.

Anyone in Central Mass. have any recommendations?

Now you need to do "mass" marketing to get it closed: Get a Pro account here on BP asap and market it in the "Marketplace". 

We are easily 10-15 years behind where we need to be in terms of mass transit infrastructure.  

A good emerging market is rarely known to the masses.

Some things Houston offers that are so hard to find in any other markets:Critical mass (4 th largest city and still growing fast)Low cost of entry and housing cost 30% below other large cities  (buy a $150K house that rents for $1,500/mnth)Diverse and resilient economy and population** passed NYC for most diverse city int he nation last year, Lost >80,000 oil and gas jobs in last 2 years and still put on more jobs than we lost (highest employment rate in city's history today)   Still great TK opportunity here, I work with them everyday ;-)Houston (and TX) are creating jobs as fast or faster than any other area, this is drawing people to the area, they need housing, there is a shortage of available, affordable,  quality housing.

I would def need to hire a property managemnt company as I live on the northshore of mass...Thanks!