A) Home specs * It is 4100 sq ft total and is essentially 2 homes in one, due to the basement apartment.

You're essentially paying your Tenant $600 to sign early when there's a very good chance they'll just sign it at $850.Nothing has been signed, so write up a short, very clear explanation/example.

https://www.amazon.com/Paper-Profits-Beginners-essentials-mortgage-ebook/dp/B06Y4C7X6Y/ https://www.pprnoteco.com/wp-content/uploads/2016/08/Intro_to_Note_Investing.pdf Finally, check out NoteMogul which has a very reasonably priced intro course to note investing. 

Now that you have made some essential repairs, will the property continue to need things fixed or are you good for a while?

Though it depends a lot of the area in a low price point area I don’t think it would matter that much, if all the houses around you are pretty new or even a historic district it could matter a ton.

The school district is where we would like for her to be and the neighborhood is pretty decent.

No way would I want to deal with those tenant laws and high property taxes.The state of Illinois is essentially bankrupt.

Having recently obtained my real estate license and Property Management Master certification from the California Association of Realtors, I’m seeking that essential “real-world” experience in landlording/property management.

(I know USDA offers now down payment loans but those are on homes in rural areas, so essentially I would scramble for renters, and two I would have a hard time selling the property)? 

Account Closed is essentially recommending the same thing, and I agree with him.