With about 15 years experience in the construction industry, a W-2 income for the time being, 1 rental under my belt as well as a second income stream from my business it seemed to make sense that this is the time and place to get serious about investing. 

The building is the nicest in my town, so I expected to have an easy time getting them to convert from chain drive to belt, new rails, etc... despite great reserves, I've pretty much got a denial from mgmt company to change anything.

I think we could get a few flips under our belts since there will be some expenses associated with getting licensed.  

Now that I have 2 rentals under my belt ( 1 FHA/ 1 conventional) How am I to finance another loan without having to put down 20%?

Cleveland itself is very similar to a lot of the other rust belt "turnkey" markets but that familiarity usually pushes them over the top to choose this location.I am sure there are many varying opinions on the topic but If we were to take five "turnkey" markets and just assume they are all identical in the type of return one could I achieve I see tremendous value in choosing the one of the five you have previously lived in. 

After accounting for all the true costs, pick which ones gives you the better return.Greg has some very good points, though I think those strategies would start to apply more after you have a few deals under your belt.

One of the items was a blower motor assembly that had to be replaced.  

The Norris Group is one that comes to mind ... they have been doing this in the SoCal market forever ... once you get your feet wet on a few through these brokers and get some experience under your belt, then you can venture out on your own more.

Thanks @Carl Fischer and @George Blower!

Once you have some experience under your belt debt to income becomes obsolete.