Most landlords wait for a problem to land in their lap, then they waste a ton of time thinking, worrying, researching, and bleeding money before they ever take action.

Definitely on market.2) This is such a tough question to answer, but I think it might be something along the lines of don't overleverage.

We are thinking about selling for 350k if we fixed them maybe 400k.

I think its working really well.

Make sure you have that addressed just from a liability standpoint. 4) You could also look into a mid-term rental option with traveling nurses if you think the unit is truly rentable. 5) AirBnB restrictions have gotten much stricter as well in general in Chicago, so make sure you are on the right side of those if you put your unit up since you are required to register with the City.

They think it's unfair because they only shower once a week but can hear the upstairs neighbor showering twice daily.

I’ve realized I need additional help—someone local, like an assistant.Here’s my idea: I was thinking of purchasing a small piece of property and putting something modest on it, like a single-wide home or a similar small structure.

Quote from @Camille Romero: Hey everyone, I’ve been thinking about buying my first real estate property and have a few markets in mind.

I think it is really important that you establish a good relationship with an independent insurance broker! 

I don't think they would do the stucco though.