I've had trouble finding a standardized parking lease for Chicago. 

Make sure you have a strong lease and a cosigner, and you'll probably do fine.

The property is right across the street from a college and stays 100% leased all year at 700 a month each side.

Limitless Real Estate Group LLC - Property ManagementWe handle every aspect of realty management - General maintenance and upkeep- Demo and rehab construction- Lease processing and renewals - Tenant selection- Screenings, background checks, deposit collections and lease agreements- Property repairs- Rent collection

As long as you properly screen tenants and set up the lease properly it will work out.

I only buy if it cash-flows now and there is enough delta in the mortgage vs lease payment to whether any storm. 

They did give me leases to look at, but there were some other issues that arose to the point where I was uncertain whether I could make the deal work.Thanks @Ben Day.

(Wholesaling, Lease Options, Subject To, Short Sales, Loan Mods, Wrap Around, Owner Financing, etc.) 

They should have been aware of all of this before moving and hopefully you have the late fee stated in your lease.

Per my realtor, both tenants were on month to month leases, therefore I could move into the unit that needs more TLC, 30 days after closing.I am set to close this Friday, and I got a phone call from my realtor today, who told me she just heard from the current property manager that the tenants in the unit I planned on moving in have a lease unit March 2019, and the tenants in the unit I do not want to live in until January 2019.Here's the kicker... my current lease ends at the end of July 2018 (next month), and I will be out of the country for the first 3 weeks of July.