All of this really depends on your goals and timeline though too.

Learnt lesson not to fully depend on property manager and should have made decision faster by reducing rent .

Depending on the salaries of the new jobs they may also price out the local residents on new home sales which would further drive up the price.

For a smaller piece like that, not sure how creative you can get, but it all depends on what it's zoning is, access, proximity to other things, etc.  

This way the wider outside lip contacts the entirety of the drywall while the wings are being deployed and tightened in place.Is there a way to pull the already wired, "old work" electrical boxes through the drywall cutouts from the inside out while not making the holes so big that the wider, outside lips of the electrical boxes can't properly provide contact to the drywall so it can be tightened via the screwed wings?

Depends on their health and any desire they may have to simplify.

I think it really depends the style and setup.

They are very nice and can be helpful providing you what you can and cannot build on your property (Set back, height restrictions, front look etc).

great advice provided - what I will add to this is if you have smokers and its not allowed I would offer to allow them out of the lease with no penalty. 

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