Quote from @Ritu Mahajan:If I were starting out in Chicago today, I would reach out to @Mark Ainley.

With that being said, in a worst case scenario, you can always hire a property management company to handle the day to day items if it comes to that. 

Install cameras around the parameter of the property today; post no trespass signs; change your for rent listing. 

I'm curious about the financials, which I'm sure you will get to.

You can't be competitive today buying on current yield alone.  

The credit score is the single best indicator of how one pays their financial obligations.

If your current lender can’t accommodate you, explore STR-focused lenders like Host Financial or Lima One Capital, or consider bridge loans to buy time while you build your rental history.

Here is my simple Top 5:1.Review the market – Understand the trends and conditions in the area.2.Analyze the property and the numbers – Ensure the deal makes financial sense.3.Visit the property – There’s no substitute for seeing it firsthand.4.Meet the team – Whether it’s your property manager, builder, or contractor, relationships matter.5.Complete inspections and appraisals – These protect you from costly surprises.If all these boxes are checked and the numbers work for your goals, then it’s likely a solid deal.

I did not do computer time today. 

We also have to remind ourselves that real estate is for the long run, meaning a D class neighborhood today could be a B class neighborhood in a few years.