Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).

Savvy buyer's agents look at stats like sold price to list price ratio trends and watch specific properties to see what they sold for compared to what they were listed for to really understand the market and make offers accordingly.

Fix it and wait and watch?

.✅ Professional Tenant Screening – Property managers have systems in place to screen applicants thoroughly, reducing the risk of bad tenants.✅ Knowledge of Chicago Rental Laws – A good property manager stays up to date on local laws, helping you avoid costly legal mistakes.✅ Maintenance & Repairs Handled – No more emergency calls at 2 AM about a broken water heater!

I would first check city/county STR rules and HOA (if applicable). 

As you read these books, watch the BiggerPockets podcasts.

Reading and watching BP podcasts to learn.

As you read these books, watch the BiggerPockets podcasts.

@Michael Lyons @Sara Finley I have to agree with Sara here, because all of the really good schools are getting so many applications these days they aren't accepting out of geography applications.

You looked past a red flag right at the outset:"When application was made tenant was I am not going to to have my puppy with me so do not need pet fee or application"Total red flag.