My question is around property insurance and specifically what are everyones MUST HAVE COVERAGES. 

I do NOT have enough knowledge or experience in this arena to provide specific “how to” accomplish this, or even to provide specific”proof” of my position.  

You didn’t mention the property or deal specifics, but for many deals in the recent years, there have been amazing and unusual gains due to multiple unnatural circumstances.

If I have several options, I would prefer a HELOC with no initial draw requirements (i.e. to establish a literal line of credit that I have no specific short term plans to use), i.e. not something like the better.com HELOC. 

@Cristal Ochoa @Leiah DotlichI will preface this with the fact that I have a legal background, specifically with estate planning and asset protection.

Just because you want to hit a specific number doesn't mean the market will meet you there.Great example of how Class C properties may appear like great cash flowing investments on paper - meaning fully rented, paying on time and normal levels of maintenance.

If you have specific questions about property management, I'll be happy to help!

I'm wondering how much specifics I need to include for each line item. 

Specifically from the Caged AC Unit into the attic (concrete slab so no crawl space).I was thinking of just building a tall vertical box to place this into.  

- Are there specific areas of Chicago that you are more interested in than others?