Once you go 'cross, you never go back. I'm beyond ready to upgrade from my Tri-Cross Sport, and when I do it'll be for another 'cross bike because I can ride it ANYWHERE (aside from rocky mtb trails, tried that last year and almost shook some fillings out of my teeth). I hadn't considered Cannondale, but yours is so pretty that now I may need to go check out their sizes and geometry.

That Portland Cross Crusade looks like a blast. The races here in the DC/B'more area aren't quite that wild yet.