Cleveland is a solid option.

Milwaukee REIA is a resource for finding mentors, contractors, and connections to funding sources as well.

Our team discussed multiple investment options with him, including new construction homes in nice areas that likely attract better quality tenants.

In terms of the second scenario, the upside I see is the option to get a different kind of loan (say, FHA with a lower down payment and other assistance programs for K-12 educators like me) since I'd be getting a new primary residence instead of a second home.

Try to narrow down your options to the top 3-4.

Eugene sounds like a great option with the university draw, and Portland has some solid opportunities too especially if you're leanign towards the MTR/STR route.

Any of the above kills the STR loophole under this "substantially all work" option for material participation.Is there a way to qualify if all my outside help was a cleaning lady for 2 hours?

Go to the source.

Other option is to continue down the self storage facility path, do nothing, or list it. 

The options we have are: - Do nothing and keep monitoring the crack.- Seal the crack only from above and hope it stays static.- Stabilize the foundation with helical piers on the exterior.