If she means October's rent, then you will prorate it for the number of days she's there, but she must pay up front.She was given instructions on what to do when it was only restricted to one small piece of furniture and when there was no evidence of it anywhere but on those two pieces of furniture and I'm guessing she didn't do anything AND she kept the furniture with the mold on it allowing it to spread.

@Ryan A Shumaker try the syndicator dealAnalyzer (SDA) by Michael Blank.

Lastly, regarding the historical piece, that could get sticky and might add a lot more moving parts. 

It really is SUCH a character piece!! 

Ideally, they should offer you a dashboard or portal where you can easily track performance and minimize the need for back-and-forth communication.In your case, where revenue has dropped despite heavy investment, the marketing and revenue management piece feels particularly critical.

Also, it appears, (still waiting on the final investigation to close to get the point of entry, but it also appears and confirmed by the PM that they or he/she etc got in through a kitchen window, which was not secure and when I looked, it was then secured by a piece of wood to keep it shut.  

Quote from @Corbyn R Tower: You are missing the most important piece: owning real estate.Stop learning from books and start learning by taking action.

Being able to strategize and plan out each piece along the way can really help you save money and build up those investments faster.Have fun along the way and best wishes to you!

But if you're simply planning on reinvesting all to get the best return possible you might also want to think about a diversification exchange where you sell one property and buy more than one.You could buy that smaller land locked piece. 

You got some great advice above from @Nathan Gesner and @Rene Hosman, so I will keep it short.My biggest piece of advice is to get involved in some of the local Chicago meetups.