I already have a few clients and I'm ready to hit the ground running.  

Started shopping other brokers and while comparing i foud out that my current Insurance broker put both houses under Commercial Generl Liability and not Residential. 

Shoot me a message and I can send over an example of how I've underwrote deals in the past to compare to your numbers. 

Pay on time, place is immaculate, the grounds are great too.

@Connor WallaceBranford can be rather pricey (supported by higher rents) when compared to other markets so instead of doing a condo in New Haven I would jump straight into a owner occupied 2-4 family in Branford using Home Possible by Freddie Mac or FHA (3.5 - 5% down + PMI). 

This was a obviously a different type of pullback compared to the more recent real estate crash, so I would love to hear any differences or similarities.How did prices of real estate act leading up to the peak and thereafter? 

Here are some links for you to look at. http://greatplaces2020.orghttp://wishtv.com/2017/11/07/mayor-breaks-ground-o...https://www.indystar.com/story/news/politics/2017/...http://nearindy.org

Nothing wrong with either thing but it's like comparing apples to oranges. 

Youll want to look at recent property sales that compare to yours.

The return is so marginal using your calculations and as Justin R indicated the investment needs to be compared to other available options.