I don't think you are going to be able to get insurance for two separate living units in a single-family when they are both illegal and likely do not have the correct egress windows (basement) for fire safety which could subject you to huge liability if something happens to either party.

I am orginally from Elgin, but living down in Logan Square area of Chicago proper!

I was living in Kennedy Town for two months last December.

Additionally, there’s always a risk that any pet-related damages could be hidden under furniture or otherwise concealed, potentially leaving us to cover the costs if the security deposit is fully depleted by other expenses (e.g., damages or unpaid rent).

At $1500/month might as well rent long term for maybe $1300 and just save all the expenses and be ahead.I'm happy to answer any questions about Dallas condos or other options if you have any. 

I'm from Venezuela, living in Miami with my family.

You'll need at least 125-150 doors to make a decent living, but you won't be able to afford much help. 

So I'm always able to offer a lower rates and fees and still make a decent living.

Yes...as long as your living room is really nice....

In some cases, the rescue artist may have the homeowner live in the home as a tenant and pay rent to the rescue artist.