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:
Centre
Wing: Sam Iles
The Pies nabbed Iles with pick No. 2 in the 2006 pre-season draft, who showed signs of becoming a quality midfielder at a young age. He never cracked a permanent gig in the senior team and got delisted in 2008 before joining Gold Coast a couple of years later.
Centre: Ben Kennedy
A guy who could dominate at VFL level but not in the senior ranks, Kennedy never made good of his AFL opportunities in a time when the Pies were crying out for development from their younger players. The former pick 19 was traded to Melbourne at the end of 2016.
Wing: Simon Buckley
Buckley had his moments at the Demons and could have been a steal for the Pies, who grabbed him in the 2009 AFL draft with pick No. 85. He played 26 games in the black and white stripes but never developed as the club would have liked.
Fair on the money except for Dick and particularly Rusling – both sublime talents whose careers were decimated by injury.