My backgrounds are in economics, accounting (CPA candidate), product design, & engineering — I know, quite a lot but I’m a lifelong learner.

I do know that Cleveland is enjoying an economic revival based on healthcare (Cleveland clinic regional hub), but long-term, I don't know what that will translate into population-wise. 

He said that I could get about $30,000 of the rehab costs through a program like ygreen.com, basically if you upgrade Windows, roof, drought tolerant landscaping, and other energy efficient items, you are able to get a loan that is attached to the property taxes for the property.

Remember, just because it passes a rule such as this doesn't mean it is a great deal, it just means you can devote more energy to evaluating it further. 

I no longer struggle getting out of bed going to work at a prison that sucks the energy and life out of you.

There's nothing you can do to effect the economic environment around you.

. - I liked what you mentioned until the last sentence :) Looking for areas that have bigger economic engines that can create stable renters and lesser headaches.

It is relevant, because the present day economics are not much different.Basically, if you were thinking of taking on a 32-unit multi for the first time, would you prefer to swim with or against the current?

However, we have the issue of storm water management (aka the rain tax) which is another example of the government not understanding the economic impact public policies have.

If buying the HOA Lien and paying off the mortgage makes economic sense (unless there are other liens) then yes do it.