However, the HOA then said "we are still fully opposed to the door".I am working with our RE attorney, but I was wondering if anyone had any tips or experience in this situation. 

There's definitely a few things to note since you are residing in Europe, most of the investors we work with that live over there do put it in an entity but there are a few details for how that would work since you aren't necessarily local. 

SB-9 is definitely exciting.

Wondering if it will be a waste in fees paid to either HELOC or Cashout Refi because there may be a possibility of having to sell to get the primary residence we want next year and end up paying Realtor fees to sell it. 

Rents are generally low there as well, but definitely stable.

Portage Park is definitely a prime-time Chicago neighborhood @Delroy Watson! 

A CPA familiar with local STR regulations can definitely help make sure you’re set up correctly!

If you're wondering if rates are too low, raise them a hair in advertising and see if your number of inquiries drop.

I definitely think co-living would bring in more revenue but also more work. 

Hello everyone I am wondering how everyone is doing with their fix and flip projects.