In addition, I've helped many other investors finance their deals as a mortgage broker.I'm happy to share my experience as both an investor and lender.

We are committed to ensuring a positive experience for all of our customers

However, there was a lot of additional paperwork, and I had the capital...So I just opted for the more traditional path instead.  

Does this completely prevent the tax lien holder of getting additional gains after foreclosing? 

There is no additional "risk" on the note like a demand clause etc, but you have  extra expense in upfront one time costs and the pre-payment penalty that most programs are sold with if rates do drop as expected in the future.  

There waiving regulations that would have impeded it, and are trying to get additional funding to cover anyone who had any lack of coverage. 

Are you looking to do additional projects like this in other cities/states?

That ensures you don't spend it on other things and know exactly how much you have to spend on the next purchase.

Here are a few additional strategies that might help mitigate risk if you decide to rent the property:Hire a Strong Property Management Company: While you’ve already spoken with some PMs, consider finding one with extensive experience managing single-family rentals in Cook County specifically.

These are professionals with additional training and a stricter code of ethics.