If you are looking to start with development I would check out these resources: https://www.biggerpockets.com/blog/rookie-319https://www.biggerpockets.com/forums/44https://www.biggerpockets.com/blog/why-investors-should-be-f...

Lastly, check any shared doors or gaps and add door sweeps or weatherstripping to block sound from traveling between the units. 

Just make sure you use a very honest agent that doesn't sugar coat anything and check the crime statistics and household income.

Just be sure to check property taxes, insurance costs, and the local rental market before buying.

I would recommend checking with some local insurance brokers in your area, they may know more carriers that are available."

Tell people what your doing and help other folks invest while you're making a nice commision check. 

You can also check meetup.com or search Facebook for real estate investment groups, clubs, or meetings in your area.Here is my generic beginner advice.1.

@John Crawford awesome thank you I'll check it out!

I suggest checking out some of the meetups on BPs meetup page:https://www.biggerpockets.com/forums/521-real-estate-events-...I also have a list of all the other Chicago meetups that I can share with you.

It's always better to check with your brother's CPA since he has all the background, but I would say short-term rental with material participation requirements met by your brother, then do cost segregation.