I would suggest starting in areas like Merion/Hungarian for value-add opportunities, South Linden for fixer-uppers, and Whitehall - improving market.

I am trying to figure out whether the quality of renters and level of crime in the area would make it a good place for Class B quality buy and holds.  

I am already subscribed to Lane's e-mails but again, checking to see if any BP investors are actually with him and have been for a period of time, and could describe the level of comfort, level of return, communication policies, etc.

Because Chicago is amazing in the sense that it has prices at all levels and tons of old inventory in need of renovation (if you want to renovate).Networking in person was the biggest help for me to get started. 

That's the super high-level plan to get started with your first build.  

I even use it for my client to handle his properties and corporate level accounting.

Simply scroll to the bottom and you can actually interact with clients like @Bill B. who have direct experience working with that QI.If you have a comfort level working with someone local that is perfectly fine. 

Any advice on entry-level investments, navigating market research, or tips on property management would be greatly appreciated!

Opportunities include affordable fixer-uppers, older neighborhoods, and targeting FHA buyers.Good luck!

They have remained at higher than typical levels for much of the year.