I will suggest having a strict late fee penalty in your lease agreement going forward.

Years ago I had strictly cash tenants that I rented to but I started changing that after dealing with some of the "stories  I would get from them.

I don't know how strict the codes or building allowances are in the City of Chicago.  

I was still pretty strict in screening, so to date none of my turnovers have been that bad.

I was referring to it strictly as capital to buy your next deal to get you what you’re looking for which is passive income.

The City of Orlando does allow STR with strict restrictions.

We will allow cosigners in the case of people who are just starting out in life (i.e. moving out of parent's house), but we won't rent to anyone with a prior eviction and we strictly adhere to all other screening criteria even when there is a cosigner.Do your due diligence, be patient, and get a good tenant.  

Hawaii did limit travel to the islands earlier in the pandemic and had strict quarantine rules on arrival.

I have learned of you are strict in the beginning and demonstrate that you are going to enforce all the rules, they tend to fall in line and follow all the rules.

@Aemon Gariety, it all depends on what type of home you want, what kind of equity you are looking for (strictly cash flow or appreciation or both!)