Can the AI call the County Sheriff to arrange an eviction? That would be wonderfully dystopian if possible.
Most but not all big corps want nothing to do with being landlords in Chicago, though there are a lot of local corporations involved. My first apartment in Chicago was owned by the family that also owns the Blackhawks hockey team, and you had to call their front office with any problems. I’m sure that was fun for them - any phone call could be about some important hockey business, or maybe just a broken toilet.