I'm loving these blogs and podcasts and forums - it's actually so helpful that it's almost overwhelming due to the amount of information!

I think direct mail is the most effective, particularly driving for dollars in your target neighborhoods.

It may be worth to research other Presidential Libraries and see what's the effect in the areas.Washington Park connects to Jackson Park through a  nice boulevard.  

If I were you I would self manage especially if you are only cash flowing a couple hundred and there are only 2.Plus it gives you experience in the field and once you acquire enough to hand off you will know what needs to be done and will be able to manage you PM much more effectively.

I agree with @Leo KingstonAbsent a pre-death transfer by the decedent, it will likely require probate to effect passing marketable (insurable) title to a third party. 

I have read a few blogs and listened to some podcasts.

I think the most effective tool is YOU.

These would help out in case you'll for a mentorhttp://www.biggerpockets.com/renewsblog/2014/04/16/finding-mentor-real-estate/http://www.biggerpockets.com/blogs/3225/blog_posts/26426-how-do-i-find-a-mentor

It will be a lot cheaper and more effective.

You will find resources here from blogs to pod casts and forums.