My user-views-to-reputation ratio is pretty high, topping 0.98 (anybody beat that?).
The proudest answer I've ever posted to SO is this, which is an "accepted" answer scoring -7 at a time. Try to beat it -- you'll soon find it sooooooo difficult to accomplish!
The record (low) score I hold is currently -10 (WooHoo!). It was the score on this question itself just before one of the mods intervention.