If you have a difficult time paying off debt, I would pull out the money from your Roth IRA to be safe. 

"Cozy" "Comfortable" "Oasis" and "Safe" are good catch words for an MTR listing15.

I do not manage there as it isn't worth it and I don't want to have to have a gun on me to feel safe (the business is hard enough).Happy to have a phone call if you want. 

@Marcy Moyer is correct there is a safe harbor from the IRS that says 2 years if a couple of other conditions are met. 

If I shoot for a 12-15% cash on cash return (using the four square method), is that generally a pretty safe bet?

I want to make them safe and livable, not perfect.Thanks!

Then, borrower (family, friend or other wise) gets an attorney and claims you violated RESPA, TILA, DF, SAFE, Usury and whatever else they can throw at you, then you are in deep poop.99% of the time the issue will not come up. 

We've gotten no response although the seller's attorney had said they want to avoid litigation.I hired a contractor to make my home safe.

Those guys can then view their individual workorder lists from their mobile devices.

Pilsen, Bridgeport, and Heart of Chicago are all relatively safe areas but there are some aspects of crime around there.