IMO Air B n B regulations are subject to changing as local authorities see fit.  

Just got (3 days ago) "Real Estate By The Numbers" by J Scott and Dave Meyer...half way through it...I'm not a "math guy" per say but...this book does an excellent job of explaining things...shout out to both authors @Dave Meyer and J scott...well done...BTW...probably read it twice...just so I'm certain to get it 😁

Stop trying to be the technical authority, without understanding the question and situation.You did not take my hint about being useful. 

Very often what "makes or breaks" a landlord/investor on dealing with the Section 8 program is the Housing Authority connected to your particular program. 

In order for you to screen tenants directly yourself, you need to become authorized.

You can contact the Chicago Housing Authority for more information.

You've already given up your authority by being lenient with rent in the past and any tenant in this scenario would likely want to push the boundary of what else they can get away with.

Got it...makes since...and a POA is something I did not think of...can seller just authorize me with the mortgage co to authorize communications with me...is a POA kind of overkill in this instince...but I guess seller could always remove me from being authorized...that's where the POA would come into play i guess...something to think about...thank you Michael 

It may depend on if there are laws in your state that limit property tax changes from year to year... but on an investment property, just like when you buy it, a refinance can cause the taxing authority to re-evaluate the taxable value of your property.  

You will need to obtain permits and have the work approved by local building and zoning authorities.