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The top 12 biggest Liverpool transfer disappointments

By Russell Hughes

19 Mar 2002: Jari Litmanen of Liverpool celebrates after scoring the first goal with a penalty during the Liverpool v AS Roma UEFA Champions League, Group B match at Anfield, Liverpool. DIGITAL IMAGE. Mandatory Credit: Shaun Botterill/Getty Images
19 Mar 2002: Jari Litmanen of Liverpool celebrates after scoring the first goal with a penalty during the Liverpool v AS Roma UEFA Champions League, Group B match at Anfield, Liverpool. DIGITAL IMAGE. Mandatory Credit: Shaun Botterill/Getty Images /
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MANCHESTER, UNITED KINGDOM – DECEMBER 30: Dietmar Hamann of Manchester City is challenged by Harry Kewell of Liverpool during the Barclays Premier League match between Manchester City and Liverpool at The City of Manchester Stadium on December 30, 2007 in Manchester, England. (Photo by Alex Livesey/Getty Images)
MANCHESTER, UNITED KINGDOM – DECEMBER 30: Dietmar Hamann of Manchester City is challenged by Harry Kewell of Liverpool during the Barclays Premier League match between Manchester City and Liverpool at The City of Manchester Stadium on December 30, 2007 in Manchester, England. (Photo by Alex Livesey/Getty Images) /

Harry Kewell

Australian winger Harry Kewell could have been so much more. After being voted Premier League Young Player of the Year for 99/00, Liverpool snapped him up for £5 million after Leeds United suffered financial ruin.

After a good debut season, injuries began to take their toll on the player – who would fluctuate between being able to play and sitting on the sidelines.

The list of ailments that Kewell suffered where lengthy, including septic arthritis – and the Aussie only played 93 times in the league five seasons. Tellingly, 62 of those appearances came in two campaigns.

A tricky winger who could terrorise defences as well as possessing a good eye for goal, the former Leeds man never achieved what he was capable at Liverpool and that will forever be a great shame.

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