Now he uses property managers and I would bet dollars to donuts those professionals aren't offering cash for keys.I have 15 years experience managing 400 rentals and I have never offered cash for keys.

@Michael ConnardWelcome to BP!

He submitted plans last year and did not win the city bid.

House hacked basement rental since 2017 and then turned that primary into full rental to buy new Primary and repeated HouseHacked Basement 2023.  

All - I've owned this rental property for +6 years in Cleveland, OH and never had fleas ever with several rental cycles.

While I’ve gained more experience in real estate over the past couple of years, I still want to ensure I’m handling this situation correctly.

looking to rehab on a property soon

The home was new construction and the builder needed to offload it to recoup funds and pay workers, so I got it at a small discount.

Last year, the city required a bank statement, which was not overly difficult for me to produce; however, this year the city of Chicago required either a homeowners exemption or a state license showing the exact address and unit for the listed AirBnB. 

I visited Franklin and Brentwood, Tennessee more than 10 years ago - really nice suburbs but expensive now.