I decided to specialize in duplexes since numerically, half occupancy is usually good enough to tide me over.

@Christian Wathne I agreed with @Dmitriy Fomichenko , with self directed IRA options, you have more freedom on where you want your money invested in, instead have somebody else decide for you, and you also need to check how much they charge in each transaction, some investment firms are shaddy on their fees, plus you can also have others self directed IRA combined to invest in Real Estate or other ventures (*check the rules for what's allowed)  Not only self direct IRA but you may also use HSA (Health Saving Account), I'd suggest give few firms some call and get some details. 

To your comment about state and municipal debt: Are you concerned about the long-term economic health of Chi-town and the surrounding areas?

Sometimes there is a legitimate issue like a health issue.Unless what they say makes total sense to you, I would do whatever possible to get to the owner. 

In my mind, I am looking for a partnership- someone that will work with me (which would involve a lot of teaching in the beginning), whom will benefit greatly by working numerous deals with me in the future.

Maybe your uncle will be great, but in the chance that he isn't, or something happens to his health you will need a backup plan or two.

@Steve HoneyI see you have put a lot of time into your presentation so I have read it numerous times trying to understand it all.

Once taught on encryption/decryption, symmetries with extensive math application (numerical analysis).You next studies will now be in different entry points in RE deals.

Hartford is having a "apartment boom" I see numerous new and renovated spaces coming on the market.

You are responsible for the safety and health issues in your building, and hoarding and odors like you describe are health issues (think rats) for the entire building.