I am starting to have some doubts about the feasibility of Short term rental in the Chicagoland suburbs.

A lot of landlords use platforms like Zillow Rental Manager, Apartments.com, or Avail to list vacancies and screen tenants.

DO you want to do mid-term rental to traveling nurses?

If you ever need guidance on financing options for flips, rentals, or new construction, I’d be happy to help.

So they used the actual rented data of these companies to compare what rentals should go for in your market.

You will have to verify those yourselves to ensure you end up with correct operating expenses.Quote from @Andrew Newcomb: Just following up on this in case anyone is still following:I learned about "cap rate" and "cash on cash" metrics in the BP learning articles and watched a couple vids on the BP rental calculator showing how it calcs those metrics for a prop (you have to add the details like loan info, expenses, etc). very cool tool.

As an out of state investor, I would love to connect and potentially have a property manager in my team that experience in Section 8 rental. 

Quote from @Theresa Harris: If you've never done rentals before, I'd be careful with how you start. 

I still attend local meet ups and talk to dozens of investors and am considering other strategies like Mid-Term Rentals or rent by the room. 

The rentals are scarce and rents have increased in recent years.