I'm hoping we can find someone with a similar set up here. 

I can't imagine any settlement company wanting to get tangled up with that as it is just 1 example (commissions, other taxes, deed/mortgage recording, etc).

If that doesn't work, show up to a public city council meeting with a plastic bag filled with the litter.

STOP READING BOOKS, get to your local RE meet up, 

This likely would come close to the cost of a ground up 3/2 ADU addition which is rare.  

There are some issues that came up with the property inspection and it needs a new roof, new commercial rtus, and repaving the parking lot.

Offsetting against future gains and building them up against a potential windfall or RMD retirement days etc.But they're also not bad to use if it relieves a tax burden from a sale in the right situation.  

Additional bedroom and fix up Lessons learned?

I would definitely recommend checking out the Cleveland market if you are interested in collecting cash flow, and specific pockets have gone up 2x and upwards of 4x in the last 5 to 10 years.

(the other end of the candle) While at the same time picking up a second job.