Melbourne is still looking for their first grand final appearance since 2000, although despite falling one hurdle short in 2018, look to have taken a step back this season.
The Dees are 3-7, and have been a shadow of the side that willed their way to a preliminary final last year.
The club has turned over list after list since 2000, and while many of the decisions they made on players were the right ones, these eight below have certainly come back to hurt them.
2. Darren Jolly
Jolly managed to play out just the 48 matches for Melbourne, fighting for time in the ruck against Jeff White. The Demons traded Jolly in 2014 for the 15th overall pick (Lynden Dunn) to Sydney, where Jolly became a vital asset in a ruck partnership with Jason Ball for the Swans' premiership in 2005.
Jolly missed just two games for the Swans and was eventually traded to Collingwood in 2009 following a request to be with family in Victoria.
For the second time in his career, Jolly won a premiership in his first season with a new club, playing as the Pies' No.1 ruckman in their replay grand final win over St Kilda.
Jolly was delisted in 2013 by Collingwood, finishing his 237 game career with two premierships.