The violent crime that occurred at your house is thankfully more of a rarity in KC than some areas - but I'm afraid a sign like that will be your welcome into the world of "crime of convenience". 

In the litigious world we live in there are only problems that occur from oversharing.

The interests must be equal, occurring under the same conveyance, and beginning at the same time.

When that deadline occurs is totally up to you....the deadline will be based on where you sit on the spectrum of complete pushover vs heartless cutthroat business man....... everyone has to decide where they want to be.Personally I would probably set it at 30 days....1 month...no exceptions...period.

Also, if you could share your personal experience with how long they usually take to occur or process that would be useful.

I just filed my 2017 taxes, but it had not even occurred to me that I may have not needed to file given my low income.

You give example after example of repairs done by this guy with your knowledge before or after it actually occurred.

The thought occurs to me (and maybe just for discussion):Why not change the lease to a yearly lease and not a monthly lease so the money is yours from day one?  

However, I am searching for something very detailed, something that would explain how to legally and successfully pass my worries related to problems that could occur - they are described in quoted text.

Generally speaking, home owners that rent property can be personally liable for certain types of harm that occur on rental properties.