Now, I'm no stranger to rough areas, and that house was filled with college kids, but even then, it was rough, and I was just living there. 

It's difficult for a stranger to ask you to help them solve their problems and improve their lives.

This way, when you have a deal needing funding, you won't be a stranger.

Unless you are going to get a sizable cut on this and willing to take on all the potential liabilities associated with running an STR and having strangers in and out of your property, including being responsible for any permitting that might be required, not sure why you would do it.  

I understand that they have every right to have their guard up when speaking to a stranger online, but I’m offering them the exact returns they say they’d are looking for(or better).  

Private money from a stranger will be tough to get if you don't have a track record/relationship with that lender.

Consider this an endorsement of Renata from a random California stranger for anyone looking to buy in Chicago. 

Its never great to have strangers go through your residence. 

You can make that argument to a stranger on the internet until your fingers are numb, I just hope you don’t ever have to use that in front of a judge.

She feels like someone is going to be living with us, our privacy will be invaded, and in general a stranger will always be around.