My understanding is that there are plenty of insurance loopholes that could still transfer the liability payment from the insurance company to the owner.

Chicago transfer taxes are fixed.

@Achraf El ChurafaMy experiences have been: When the deed is recorded, the Recorder's Office typically asks for the HUD-1 (or purchase agreement for properties transferred outside of escrow).

Historically with banks and credit unions, the time required for collecting information averages thirty to forty- five minutes per SAR response, and that includes the time to gather and maintain data in the required SAR report, review the instructions, and complete the report’s fields.

If all of your cards are with just one or two banks, your financial risk increases because you cannot transfer balances within the same financial institution...in other words limited bail out strategy. 

It's based on public data and user input.

I think the data you have does warrant further investigation at the very least.

I have property that is in my personal name and is now a rental and I want to transfer the property via quit claim deed into my LLC.  

I was managing credit limits vs balances and transferring to save interest and obtain the highest FICO score possible.

KNOCK KNOCK:  When transferring title between parties, the use of a Quitclaim Deed will cloud the title and block your ability to get title insurance.