So, I've got a difficult tenant.
The main point is that he hasn't paid rent since September. When he missed his rent payment we gave him a notice to quit, he accused us of "entering his property without 24-hour notice", although I only knocked on his door and when he answered, handed him the notice. He said he would have the rent for the next two months on 27 Sep, stupidly, I told him I would give him this time. When the date came he said he wasn't going to submit it by the online app (stipulated in the lease) but would have it in cash and that we could come pick it up (we live 3 hours away). We said this was unacceptable and he said it was on us.
We then had the sheriff serve him the eviction complaint. The court date was set or 5 December.
That's all the main stuff, this is some of the examples of issues we've had with him:
He has been difficult for most of the 10 months we rented to him. Getting a dog (against the lease), saying it was an ESA, dragged his feet getting the paperwork to us. We refunded his 200 dollar pet deposit (Illinois has put ESAs on par with working animals, so we had to refund it), although he says we did not (we do have proof of this). We gave him an old lease that said he didn't have to pay water (we newly split the utilities in the unit) and he noticed we charged him for water and then we refunded him (although he continued to send us pics of his napkin math that says we didn't refund him enough). He doesn't pick up his dog waste and when we told him about it (before we evicted him) he said the grass is too long (I cut it every two weeks).
//End extra details
I say all that to illustrate how much he seems to thrive on conflict. Obviously, he was in the right with the utilities and we refunded him everything he was owed (plus an additional 57 dollars for his inconvenience and to shut him up).
So, what usually happens in an eviction case? I've got him dead to rights for non-payment, but I know he's going to make it extra annoying. What's the worst case scenario? What's the most likely scenario?
I am bringing print outs of the payment website as well as both leases, with the troublesome excerpts highlighted in case the judge is interested in that episode. I also have the text logs, since I stopped talking to him on the phone so that we would have a record of his communication with us concerning the rent.