I'm a Cat. 4 (almost 3!)/masters 35+ racer from Chicago area. Originally from SF Bay Area.
I own a 1986 Raleigh Grand Prix, a 2006 Raleigh Team, and a 2005ish Raleigh Team Cross cyclocross bike.
Yes, other stuff too, not worthwhile to mention here!
I think winter in the Midwest is waaayyy too long!!