Charge the tenants a higher rent rate and include utilities with their rent.

I can help you with accurate rent expectations.

Over 4k in damages, utilities, past due rent, court fees, tons of trash, holes in walls, pee everywhere, etc. 

🎉 As we kick off 2025, I want to encourage all my fellow Americans stationed in Germany—or preparing to move here—to start thinking differently about your housing allowance.Did you know that your housing allowance could be more than just a rent payment?

She asked about $40,000 per month.The "1% rule" says a $200,000 home would rent for $2,000 monthly. 

Here's the City link for you to reference. https://www.chicago.gov/city/en/depts/doh/provdrs/homeowners...1) ADU regulations specifically exclude Short-Term Rentals so don't do it if the intention is to short-term rental. 2) The ceiling height oh 6'10" is almost guaranteed to trigger digging a basement if you want to formalize as an ADU unit, especially if that height is further reduced by pipes or HVAC. 3)Ingress/egress is an issue for renting, as is that any bedroom also will need two (ie operable window/doorway).

My wife and I moved to main house and rent the guest house as STR What made you interested in investing in this type of deal?

I have had no issues with using their rent collection services. 

Yes, Kalamazoo. 2 bedroom is rented for the next year. $1300/month, tenant pays all utilities. 4 bedroom one is vacant.

Personally I could not justify investing $11k in a course that teaches you to rent a property then turn around and rent it to others.