There's been quite a bit of cap ex as well as a recent $2,000 assessment per owner to begin a rebuild of the exterior steps at the complex.  

Depending on the level of complexity, you can mange it yourself - there are a lot of tools that can help to automate the guest communication.

The listing agent already mentioned to me they're in the process of taking the tenant to court to get him out so they can sell, that's part of what makes me think they may be more motivated by a low-ball offer.

Being out of state bring a whole another level of complexity, my advice would be to find a house in a B area in Detroit or in the suburbs, ideally with only cosmetics repairs needed (you don't want to open the walls on a house built in the 30's), find a good property manager, put a good debt in place and repeat the process. 

@Alex Verdugo Whatever they call the office where mtgs/deeds/etc are filed....here it is the county Clerk Of Court. 

Hi James, here is some info I found on your Marbella TowersSource: https://www.sunnyislescondosre.com/sunny-isles-beach/marbella-tower/About Marbella TowersMarbella Tower Condo Complex, located on 200 178th Dr, in the world-famous city of Sunny Isles Beach, Florida.

You would lose if it came to a court case.   

Does section 8 add complexity to this?

I have two commercial units that are in a mixed use business park complex. 

I can see if you own large MFHs or apartment complexes, or 25 plus SFH.