Author Beth Carson has some ok books on the subject.Read through this forum, plenty of info here on the subject.

I was reading the 4 Hour Work Week and the author recommends a few sites for health insurance.

Based on your lengthy story, the PM has no lawful authority to terminate all of the year long agreements, they stay with the property.

If its a good deal and you have no problem presenting this to a buyer (numbers check out), take control of the property by getting the contract under subject 2, have the seller call the bank and make you an authorized contact and confirm the catch up amount to get it out of foreclosure and ask for an extension, catch up the payments and cash to the seller through escrow at closing (don’t pay out of pocket), double close after you contracted with the seller or Sell the property to an investor after you close and have control of the property.

Call whatever entity owns the water main (municipality or water authority) to let them know about the damage of your property.

I defer to Avery Carl when it comes to STRs since she is an authority in the space.

Regarding your LLC, whether or not you can use it to flip homes in Chicago will depend on a few factors.First, you will need to determine if your North Carolina LLC is authorized to do business in Illinois.

Have all the resources you've declared authorities done those things?

In the Brandon Turner's book "The book on managing rental properties" the book he co-authored with his wife Heather, one of the NO GO tenants is attorney/lawyer.

The IRA owns the LLC, but you can be the non-owner manager of the LLC and have signing authority.