I understand I need to consult my lender for an official answer.

Closing sooner means you’d officially own the property earlier, allowing you to give the 28-day notice to tenants right after closing.

Yall will get away with that crap on this earth, least y'all not forget the ultimate authority NO ONE can escape from, my opinion but I kinda think he'd frown on that behavior.

Without membership association I lose access to the official forms and the software.

You are officially my hero! 

This would also likely be unenforceable due to no authority to sign such an unnecessary piece of paper onbehalf of the remote buyer. 

They are rarely reported accurately by realtors on the MLS when transactions close to begin with and I don't believe anything other than the contract sale prices are utilized although an official study on this would be very interesting albeit a painstaking process to undertake. 

Chicago is a tenant friendly city and it takes months of court dates to get them officially evicted.

They are not allowed in certain master planned communities.Summerlin, including Sun City Summerlin▪ Town Center▪ Skye Canyon▪ Cliff’s Edge▪ Symphony Park▪ Grand Canyon Village▪ Las Vegas Medical District▪ Providence SquareAnd these restrictions I find would be the most difficult for you to overcome - A short-term rental license does not provide authority to violate any common-interest community’s covenants,conditions and restrictions (CC&Rs).

If there were other issues though, be aware that they could choose to enforce this minimum at any timeMore recently, the city has created a rental database with contact information of all active rentals in the city that law enforcement and city officials have access to.