I don't understand if I count since I'm living in the property or if it's only the tenants that count towards the limit of individuals that are unrelated living together.

Set a specific goal, then work towards it.1.

However, if your time is limited or you don’t want to deal with tenants directly, hiring a property manager can make your life much easier—just be sure to choose one with solid local experience.Are you currently house hacking in Chicago?

And to really take care of your mom use your annual gift limits to gift back to her the rent she pays. 

It's much easier to set things up right than to have to transition them later when you have multiple properties and many, many transactions.

I also have personal W2 income, if that matters.Is there a loan out there for a set-up like this at 15% down? 

Someone contacted me about setting up a Wyoming Trust and said I was ask risk...."

The condo will limit the rental options to age restrictions. 

Click the Settings button.

(Government will set cybersecurity standards, but then are rarely enforced).