The Calgary Flames developed a reputation for really mediocre drafting and player development decisions, and the majority of that reputation was cemented in the early part of the 2000s under general manager Darryl Sutter. The Craig Button era ended with Eric Nystrom's selection, then the Sutter era began with Dion Phaneuf. And then the bottom completely fell out, in the sense the team drafted a series of guys that never really made a mark at the NHL level, and who washed out of the organization for various reasons.
I mean, heck, the 2004-06 first rounders combined for 20 games in a Flames uniform.