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.

It's work to get these two to balance out - if working with small sums, I don't think it's worth it and I'd rather invest it more passively. 

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. 

According to the Texas A&M Real Estate Center, we find a balanced real estate market at around 6.5 months of inventory.

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

If you don't need the cashflow then you could throw it at the loan balance.

Having the cash means you can balance a higher amount down to make sure you earn the cash flow you want monthly, but also leave some around for more. 

However, higher property values mean there’s also potential for strong rent growth, which can help balance out the numbers when you refi.

The first monthly interest installment of xxxxx due on or before April 15, 2024 and continuing in like consecutive monthly interest installments of this amount for a total of one (1) year or twelve (12) payments at which time the entire unpaid balance, including Principal, accrued but unpaid interest, will become due and payable.

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