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.

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.

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.  

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. 

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!

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.

Has anyone ever bought a piece of heavy equipment like an excavator or a Bobcat as a means to save money because you kept having to rent them for projects?

Daytona was rencemtly marked as the 3rd hottest market to invest in 2018.  

I Currently own 8 piece of real estate. 7 long term rentals. 1 str that is currently in the furnishing stages.