Joe Thornton, Boston Bruins, 2005
So maybe Joe Thornton wasn’t the best captain in the world, and maybe the Bruins needed a roster shakeup to become a contending team. But when Mike O’Connell shipped Thornton to San Jose and got just Wayne Primeau, Marco Sturm and Brad Stuart in return, it was both shocking and embarrassing for the Bruins. (Photo by Mike Stobe/Getty Images)