They all have similar attributes.

And are the list of attributes (the names in column 1, for example) the same for every lead?

But what makes Chicago stand out for you versus anywhere else in the US?

"- think this can be attributed to liability risk, being accountable for what they say, do and recommend.

Maintained lots of relationships, and lost an important one.. probably not really attributable to real estate.

I wrote a wholesaling article that will be beneficial if you decide to do it:http://www.biggerpockets.com/blogs/4430/blog_posts/32194-attention-wholesalers-2-ways-to-stand-out-from-your-competition

I attribute this to the failures of the first campaign. 

Here's a blog post on how to stand out from your competition as a wholesaler:http://www.biggerpockets.com/blogs/4430/blog_posts/32194-attention-wholesalers-2-ways-to-stand-out-from-your-competition

How many other places in the country can lay claim to the same attributes?  

The Tampa market may be different but I think the individual attributes of the 2 bedroom houses have to be considered.