If I understand you correctly, you are advising a sort of modified brrrr strategy - modified since these houses are owned already but strategically pulling out a conservative amount of debt.The houses are mostly C class but some border on B-.

I'm sure I'll get plenty of people telling me I'm doing it all wrong to begin with but this has allowed me to bring in the money to correct a lot of my past mistakes so just looking for advice on this please and thank you!!!

Just looked it up, you’re correct

If you ever have to foreclose, file, or take any legal action, your LLC will have to be registered in that state anyway, as @John Corey correctly mentioned above.For these reasons, it does not pay to register in DE, NV, WY, or any other states you often hear about as LLC friendly.

To me that is to be expected....................................just read through listings and prepared summaries and you soon realize expense numbers are incomplete, out of date, or just plain wrong, NOI is always wrong, so why would you expect a correct cap rate?

With 12 properties I don’t want 144 $40-$50 checks (or even that many electronic drafts) that I then have to allocate to the correct property’s Expenses, per year. there might be a $5/mo savings for paying annually but I’d do it even if there wasn’t. 

As others have said, the correct answer is: It depends!

You're correct - some of the suburbs do carry a heavy property tax burden for sure. 

The thing is though, you don’t know when the correction will begin.  

Though one minor detail is that "1099 employee" is probably not the correct terminology - one is usually either an employee (W-2) or a 1099 independent contractor.