I have years of experience with property management and had a STR from a house hack.

It says its a bank owned property being sold through auction.com.

I took the property to my local Credit Union and it appraised for $121,000 and I could take out 70% of the value so I paid off the original loan and got reimbursed exactly $30,000 so I essentially only "put" $2,000 into the unit that now brings in $2,700 a month.

As a major part of my work, I need to research properties, and then skip trace the homeowner to make contact.

  : )  Because everyone's goals and availability to manage properties is different, I think Evolve is a good fit for some and not so much for others. 

That’s how you start building real, lasting wealth.

I was in it for the long game though, and after twenty years, it is one of the best investments I have ever made.Meanwhile back at the ranch, this morning I looked at the number of available properties this weekend for guests of 2 or more.

The first is for a property in Hamilton being purchased for $254K—he’s asking for a $250K first mortgage.

If your friend is also listing the property, that’s a separate expense — just like hiring a GC or project manager — and not something I’d expect to split or waive.

Seems like you got several answers that align with mine - I wouldn't consider messing with that popcorn ceiling.What part of Chicago is your property in?