From 1998 to 2006, ten draft years, here are the first round goaltenders:
Cam Ward *** won Cup
MA Fleury *** won Cup
Cory Schneider *** won Cup...just joking!
10 years, 25 goalies, two Cups.
And before you cry that I was cherry picking, 10 years is a decent sample size. I stopped in 2006 because anyone since then hasn't had a chance to make an impact.
This is a throw away pick for the Bruins and Chiarelli should be embarrassed about it.