There’s a lot of opportunity locally, but one of the 3 keys to success in STR investing is having enough cash to do them properly.  

My best advice is understand zoning and density to make proper land valuation, then proper DD.

I've been hearing 'horror' stories of business (even large ones) ditching the Austin area...and Elon taking back is application to be part of Austin proper.  

If the lease is ending be sure you have given the proper notice of non-renewal of the lease.

Quote from @Garrett Brown: Hey Kyle, you are taking the proper steps by switching in the long run.

For many, the hassle isn't worth it, but with a properly written lease, an MTR operator can have sub-leasing rights that allow for MTR arbitrage.

These are the options I'm currently exploring:Do the proper notice on the 3 month to month units and stagger the increases, starting asap, so I only risk losing one tenant at a time.

If the unit does not comply with local codes (like proper egress, zoning approvals, safety standards, etc), it cannot be legally rented regardless of how it’s marketed.The safest course of action forward, would be to bring the unit up to compliance with chicago's zoning/ building codes before attempting to rent or advertise it. 

     Firstly, this post is for anyone and everyone who hasn't had the opportunity to properly introduce themselves in the BP community.

Fix it properly, then rent it out to a highly qualified applicant.