I also alleviate the need from him to worry about the property maintenance.  

And I'll start to focus on my credit, I understand that's probably the biggest way to alleviate these concerns 

Maybe push some books you enjoyed, or other resources, but again-- standard copy/paste email should help alleviate the issue!  

We're here to alleviate stress, not create it. 

There are several carriers which have designed their products and programs to alleviate this difficulty.

I wanted to know who's has had some success using RUBS or any other technique in Chicago (maybe even Illinois) to help alleviate the heavy hit of this expense.

However, I have offered two thingsA) Higher deposit - this way the owner's fears are alleviated somewhatB) Property management - offer the owner that you will essentially property manage the property for them.

they do typically rent for less, but depending on your purchase and the quality of park and home you can get pretty close, but I would steer your focus to just owning the land and not so much the home, this alleviates some issues and gives owner sense of pride, but have strict and posted expectations on the quality to be maintained 

Larger security deposits may alleviate the low credit score issues but the offender registry is difficult.

This will alleviate a bit of the pain point and pressure on the first few.