Definitely not a system that's workable for vast number of doors. 

Become self sufficient learn how to do everything on your own and don’t rely on anyone!

I saw those around me spending the vast majority of their day working for things that I found to be useless and I spent much of my time attempting to understand how, even thought they didn't like it, it did not seem to take away their desire to live, love and exist.

What level of itemization should I do (is it sufficient to say handyman bill $X, painter bill $X, carpenter bill $X; or should I also sub itemization)?

I'm just too lazy to type it all with sufficient detail.

At this point in time you have given them sufficient time to comply and should now issue a order to comply or be evicted.You have two choices hire a lawyer, as many will suggest, or proceed with a eviction for violation of your lease.

When it comes to VRs the vast majority of your system is a cleaning person.

Let them know that they have _______amount of days (I would think 7 would be sufficient) to move the utilities into their names.

If you have a document that has been notarized and recorded showing you have rights to the property from the deceased, since there is no will, you could take that to the county tax collector's office and see if that is sufficient enough to add your name to the title.

Take extremes - you have the same exact property in two vastly different neighborhoods of Chicago.