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My wife was getting lost in the numbers and didn't care about that and she's an engineer. 

You must be glad you selected the real estate vehicle man.

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I have rentals set up where I do not have a PM but I have a tenant take care of a few responsibilities and pay them a reduced rent..

I'm tying to be very careful before I request any more loans. 

Do you have a relationship with a local lender that would be more willing to work with you now & in the future vs. a larger institution to whom you're just a number and they don't really care about at all.

BUT I also want to emphasize that it should be done carefully with a well thought out plan, and hopefully a plan with multiple exit strategies.  

Or should we merely roll all the assets under our current LLC structure (note: our state doesn't care about DBA- you can have 30 companies with the same DBA so long as there are no complaints/TM infringements).Many thanks in advance- and to answer a few questions; no I won't share the name and would appreciate it if others wouldn't as well. 

Just be careful and run your numbers with an extra padding if you invest in IL.