However, the realtor that I’m working with (has properties in surrounding Jackson area) has a more “renter ready” approach because renters tear things up anyway.

If I sell a house, or buy a house, i get a farm of the surrounding streets and send out a postcard with "just sold at xyz for $$$" to other prospects.I don't know what the policies of a title company are.  

Property values in Little Italy are really high right now, and they're definitely trying to build up the surrounding neighborhoods near University Circle. 

If it's flipping, wholesaling, single family, STR or self-storage surround yourself with local people doing that thing at a high level.

I will add it to the BP events today but wanted to extend the invite.I agree with those that have already posted; surround yourself with a room full of people that are smarter than you in the subject you are aiming to become proficient in.

Traveling nurses and other professionals search this area often with the considerable amount of hospitals, medical facilities and corporations in the surrounding cities. 

He is extremely knowledgeable when it comes to investments and especially in Tampa and surrounding areas. 

So it all depends on your leverage position.We have still been able to find cash flow on LTRs here in the Denver metro and surrounding areas, however, it usually involves a big value add, or buying a very poorly operated 5+ multifamily property where you aren't competing with homeowners or house hackers.

What is the infrastructure story (do they have water/sewer/power to support growth)?

You may be able to find a small commercial multifamily property (5-6 units) in a surrounding town like Fitchburg, Gardner, or Leominster and be able to deploy the proceeds and some of your own cash into a 25% DP & closing costs into that property and potentially double your units.