Generalized statements about Chicago will rarely be accurate or useful.Pointing out that you bought a property cheap in no way is evidence for a claim about "Chicago" in general.Chicago has plenty going for it.

Has anyone found a title and escrow company that closes quickly and accurately, that's familiar with the needs of REIs? 

I got a civil engineering firm that can survey and apply for subdivision for 10-15k but I have no idea how likely that gamble is to succeed so I can't really calculate ROI.

Knowing your goals, having an accurate picture of reality, and an in depth understanding of what tools you are using will allow you to structuring your deals in the best way.

I did have to play with them a little before I could get them to work accurately but now they work great.I have always found BP support to be prompt and helpful.I hope someone answers your questions. 

I know the deficit is insanely astronomical, stock market is a gamble and the housing market is slowing, but what is the best way to get a foggy but somewhat clear picture of what is going on?

A good broker can give you an idea of the amount that you would be approved for and have a pretty solid idea of the rates just based on an accurate description of your personal financial situation. 

As part of this you need to know or have someone on your team who knows how to accurately estimate any renovations required.

Which website has the most accurate information and how much does the information you find there factor into your buying decision.

The inside of those units need to be seen to give an accurate picture of what you're getting yourself into.4.)