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

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. 

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.

I'd like to start passively as a lender but dont know what the activity level looks like.

I am a retired RE Broker with decades in the business and thinking of returning to it as either a Wholesaler or a Fix and Flipper, areas I have completed before and have experience in, and, having performed a lot of due diligence, I once again have been confronted by con men saying they are not gurus then try to sell me a service at $97 per month, or $129 p/m ( billed annually, with no trial period and no refund which comes out to being charged (1,548.00 ) along with other shysters charging upwards of $20,000 for a level in which I could actually MEET the Guru and bow before him in abject humility and profess my undying devotion to him for his enlightenment, while making my wallet lighter and my stress greater.

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. 

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

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

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.  

Furthermore, mortgage rates are still at historically low levels, which makes now an ideal time to buy.