.✅ More Control – You’ll personally handle tenant screening, rent collection, and property upkeep, ensuring everything is done to your standards.✅ Stronger Tenant Relationships – Being involved directly allows you to build rapport with your tenants, which can lead to better communication and longer leases.Cons of Self-Managing❌ Time-Consuming – Dealing with maintenance requests, late-night emergencies, and tenant disputes can quickly become a second job.❌ Legal Risks – Chicago has strict landlord-tenant laws.

See if they answer the phone. 

You can probably try this yourself with a letter or maybe even a phone call.If that doesn't work pay an attorney $400 to write a letter. 

Any brokerage can be the right fit for you so long as you commit to taking initiative and putting in the work.By 'work', I mean income-producing activities (lead generation and follow-up) i.e. cold calling, door-knocking, contacting your sphere of influence, networking, hosting open houses, running online advertising, marketing (paper or online), or anything else that will get you in front of prospective clients.My first broker rarely answered my phone calls and by the time she responded, I'd often already have the answer I was looking for.

Don't cheap out on this, and don't try to take photos with your cell phone. 

Both screen doors upstairs do not function correctly.Plumbing problems-The garbage disposal in the kitchen was not cleaned, is smelly and the rubber is flipped outwards.The bathroom sink in the smaller bedroom does not drain correctly despite us using an entire bottle of drain cleaner on it.Common areas that are not kept clean or have garbage-There was no attempt to clear the patio of years of accumulated debris and filth.

As far as renting, I'd say find a good neighborhood and do good tenant screening. 

From there you can even skiptrace for a phone number and email.  

Most check-ins/out should be close to automatic.With our 12 properties (9 ours and 3 cohosting) we get 1 phone call every 2-3 weeks. 

.: I have an applicant who's going through a rental screening process A.T.M.