The Pies have been one of the better clubs over the last two decades. But that doesn't mean they haven't had their fair share of let downs.
From draft busts to underwhelming recruits, injury prone players and everything in between, sometimes it just doesn't work out.
Here are Collingwood's worst 22 of the last 15 years:
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Ruck: Cameron Wood
Originally a top 20 pick at Brisbane, Wood joined Collingwood in 2008 as one of the most promising young ruckmen in the game. Wood never became the dominant big man the club had hoped and the acquisition of Darren Jolly limited his opportunities, fleeing to Carlton in 2014.
Ruck rover: Shane Woewodin
Woewodin was traded to Collingwood from Melbourne for a first-round pick at the end of the 2002 season. The gun midfielder failed to return to his 2000 Brownlow-winning form, never averaging more than 19 disposals in his three seasons at the Pies.
Rover: Clinton Young
The 2008 premiership Hawk signed a three-year deal with Collingwood from the 2013 season but never really got going at his new club. Injuries also slowed Young down and he was delisted at the end of the 2015 season.
Fair on the money except for Dick and particularly Rusling – both sublime talents whose careers were decimated by injury.