I have a pre qual letter for up to 1.5  My question is, as I live in North Florida, I am looking to establish a cash flow multi unit building, thinking the Midwest.

My passion is to help military members establish responsible home ownership and to give them access to quality affordable housing.

If you're planning on establishing a presence in the area, I'd highly recommend linking up with The Professional Investor's Guild. 

My consensus was...PROS: Higher gross rent potential compared to renting out the entire house to 1 person/familyCONS: Higher turnover, establishing and enforcing house rules, managing drama between roommates, more people to chase down for rent collection

If you have an established business, joining a new entrepreneurs group might not be as impactful (unless your business has something to do with these new business owners). 

For example, if you establish a relationship with a home inspector, maybe you could hire them for a small fee to inspect the work done by your contractor. 

I have plenty of clients that are mainly looking for tax advantages, so they don't care as much about cash flow as others might.Both Hillsborough and Pinellas have a lot of established areas that are good and up and coming areas that should pop in the next few years, depending on your risk-tolerance!  

What well-established big organizations try to squeeze out small business start ups like us in Boston? 

I also established a future decrease system with each new door I plan on buying in the future so that can factor into my analysis. 

Until you have an established book of business there isn’t really a need.