Foundations actually don't come up that much in Chicago.... so many awesome brick properties.

Who ultimately has to come up for tbe repair cost is a legal question between you and the neighbor.

Without it they are not legally required to do that (look up the "blue brochure" https://dopl.idaho.gov/wp-content/uploads/2023/10/irec-Agenc...).

You may be safe to get non-commercial F/F adding up to 2 ADUs to a duplex even though by rule this does not qualify (in my area I have never heard of this being an issue). 

Andrew,Good for upping your game!

The land is in a very non-desirable area pretty much in the middle of no where so I would assume the cost of the land is low but don’t know how the ROI would be after you had the infrastructure up and running.

If you meant co-living, look up @Grant Shipman, that is what he does.Can you please explain or point me to a post that tells us what your model is?

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.

Everyone has a story, don't get caught up in their story.

I can feel that you have embraced the move and change. if you want to meet some local investors there is a meet-up next Tuesday. it's posted in the classifieds.