Trying to save $$ so I can prepare emergency funds in case of any major repairs etc .

Your financial background is a huge asset, and it’s great that you’re starting locally in Milwaukee while keeping an eye on future expansion.If you’re looking to connect with like-minded investors, the Rental Property Association of Wisconsin is a fantastic resource for networking with rental portfolio owners, accessing legal resources, and finding contractors. https://www.aasew.org/For mentors, funding sources, and flippers, the Milwaukee REIA is another great group to explore. https://www.milwaukeereia.com/I’m a member of both and find unique value in each—maybe we’ll cross paths at a future meeting!

What I am looking for at my age, is properties that will flow in the future to fund retirement travel, and MTR is where I am headed.But the reason for this post is I now need a structure(s) for what had been a concept. 

No one has x-ray vision to see inside walls or underground, so you should have 10-20% in contingency funds just in case. 

I imagine there is not much of a relationship with the turnkey service after the sale and I would deal with the PM and Loan company directly. 

Quote from @Marlena Hawkins: Does anyone know what insurance (liability, E&O etc.) is required for Property Management companies in DC and Maryland? 

Similarly, quality dividend-paying companies often retain some earnings to reinvest in their business, increasing the company's (and your) value over time.

There are short-term rental management companies that can help with that.One that I work with in Michigan covers the entire state and can advise on local short-term rental regulations or regulations that may be on the way, they can give you an analysis of the demand for short-term rentals in that area, nightly rates in that area, monthly occupancy percentage, and projected monthly income.They also let you choose the level of service you would like from them from full service to minimal.To your success!

There is a lot of public info out there on their funds and how they are (not) performing.  

How many projects is your company currently undertaking?