We had a record breaking online attendance this week, hope to do the same next month:  Top 10 Title Issues Real Estate Investors have to solve with Accurate Title

After I did find the coverage I am getting notifications from the insurer that a long litany of minor issues must be addressed (at almost every house). 

You technically can't preform any RE related actions until your license is with a broker. 2.

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

Flat out, I realize we're friends/family, but I need this lease in place to comply with laws that require things in writing and for my protection should there ever be issues.

Sometimes, unseen issues (like major repairs) end up costing more than the discount you negotiated.Final Thoughts•If there are no major rental restrictions, and the numbers work based on rental comps, this could be a great first investment.

You have to pay fees, but you'll have a professional handling issues instead of bleeding money trying to figure it out for yourself, then you have your time free to pursue other things.

The south and west sides of Chicago have historically had a lot of issues, and many investors have done well there.

What is as important is that you require the insurance to be issued with you as the landlord as "additionally insured." 

The timing does suck because this issue came out of nowhere at the end of their lease.