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One big difference between Chicago and Raleigh is traffic. Chicago has basic north-south east-west routes and a lake that stops you from going east at one point. Raleigh has roads that can go east-west-north-south within a few miles, and you cannot live without a GPS. Also, Chicago has many 8-12 lane roads while Raleigh has 2-6 at most points. Yet, it takes almost twice the time to go the same distance in Chicago as it does here in Raleigh.
I like to think of Chicago traffic as consumer traffic on the internet. It takes a fairly direct route from searching for a product or service to getting people to that exit ramp (right before the shopping cart). It's a 12-lane road that gives consumers fairly direct choices based on price or website authority (think Amazon).
I like to think of Raleigh traffic as business-to-business traffic on the internet. There are fewer lanes and roads. It's more scenic because most B2b sales don't go directly from search to shopping cart. It's harder to get Google to serve up your content because chances are your company is smaller and has less authority than, say, a big Fortune 500 that offers what you do on a bigger scale to a larger audience.
You have to find out where your prospects are and give them a free GPS to end up and interact with your website.