I started by setting aside a percentage of my income every month, treating it like a non-negotiable expense.

Switching property managers seems like it was a smart move, especially with how much you and your wife had to step in before.Chicago definitely isn’t an easy market, but it sounds like you’re set up for better success moving forward.

Develop a clear set of criteria for onboarding clients and stick to it.

Teach an introduction to real estate class with in a high school setting!

Research local market rates to set competitive rents, and consider offering utilities or furnishings to attract tenants.

(B) Setting a "code of conduct" for the "if".

Nice user interface, simple to set up, free door lock automation.We migrated to OwnerRez because we wanted a direct booking site and security deposits. 

As your base level of knowledge grows, you will start to develop a clearer picture on the things you want to do, and where you skill sets lie, which can narrow down who you may want for partner.  

I would start by setting expectations that you will likely not be able to net as much as you would if the property were vacant and turnkey. 

Why is there this sudden pressure to syndicate.