I'm also a Chicagoan and after buying my car my first question to the first Porsche owner I met was "Are my shocks bad?" I was very new to the way a firm suspension feels on bad roads, and seriously thought there was a problem. His reply was pretty much the same as Roland's. In fact, that guy's car was set up for DE and auto-x and had even firmer suspension than mine! The combination of short wheelbase, light weight, and firm suspension add up to a jarring ride unless you're on well-maintained roads. As long as your suspension components aren't rattling or clacking, you're cool.
This is a big part of why I use the Rolls-Royce as my daily driver. With it's 120" wheelbase, soft suspension, and weight (~2 times that of my 911 SC) it's much more comfortable on roads with potholes and construction problems. Of course, I have to slow to to 15mph for turns I take at 50 in the Porsche
Emanuel