@Henry Lazerow I'm not a lawyer but Chicago has something called Home Rule which my understanding is that it's laws and rules are not necessarily governed by the State of Illinois. 

Ive had about 50 or more inquiries on my rental over the last two weeks.

By doing a very simple and not exact DTI calculation I'm coming to 50% on myself, but 24% with my spouse's income included.

Talk with a custodian on the 1031 plan so you know for sure the asset you're buying will conform to the rules.

Conforming loans follow set rules and this is what most banks and mortgage brokers offer.

It may violate all sales rules, but I tell new investors fairly regularly not to invest when I feel their objectives are misaligned with the fund we are offering.

Also if the complex has an investor concentration of more than 50%, it becomes non warrantable, again limiting your number of available lenders.  

How would one reach the conclusion that one city has more bedbugs than the other...I've heard the 50% of 2/3 of statistics are half-way made up....

The house was originally a duplex, but the city enforces a rule that a duplex that sits vacant for 12+ months in our zoning district, then it will be a non-conforming use and thus must be converted to single-family. 

A few years ago I came upon a blog post or article somewhere that showed how much money it would take to buy rentals to meet the income of a traditional 4% rule retirement account.