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Top 15 Worst Signings in Premier League History

The Premier League was founded in 1992 when the old First Division took the decision to break away from the English football league in order to capitalize upon a lucrative television rights deal. Since then, 46 different teams have played in the Premier League over 23 seasons. The wealthiest and most watched league in the world, the most recent television deal for the 2016-2019 seasons was worth $7.64 billion.

In the 23 years since its inception, some of the world’s finest players have graced the Premier League and some colossal transfer deals have taken place. Last summer, Premier League clubs parted with an estimated $1.4 billion over the transfer window, with a reported $170 million going to agents. Angel Di Maria is currently the most expensive Premier League import, costing Manchester United $88 million to prize the Argentine from Real Madrid.

Unsurprisingly, in over two decades of doing business, there have been some dreadful transfer deals in the Premier League. The criteria by which one defines a truly terrible signing is not exactly concrete, but one tends to equate the financial outlay committed by the team with the respective performances and abilities of the player. Further considerations include cost relative to the team and also the potentially detrimental effect the player had at the club once signing.

15 Bruno Cheyrou

via goal.com

14 Jose Bosingwa

via talksport.com

13 Steve Marlet

via sportrevue.com

12 Ali Dia

via sportskeeda.com

11 Marco Boogers

via dailymail.co.uk

10 Andy Carroll

via quote.img.com

9 Bosko Balaban

via performgroup.com

8 Afonso Alves

via zimbio.com

7 Bebe

via eurosport.com

6 Massimo Taibi

via independent.co.uk

5 Andrea Silenzi

via premierleague.com

4 Jimmy Bullard

via gazeta.pl

3 Tomas Brolin

Mark Thompson/Allsport

2 Savio Nsereko

via talksport.com

1 Winston Bogarde

via wtf.nl

Winston Bogarde has been back in the news over the last week as he gave his version of events on what happened during his time at Chelsea. A Dutch international, Bogarde boasted the likes of Ajax, AC Milan and Barcelona on his CV when he joined Chelsea in 2000. Weeks after signing, Claudio Ranieri became Chelsea manager and deemed Bogarde surplus to requirements. Having signed a four-year deal worth $80,000, Bogarde stated he was astonished Chelsea offered him such a lucrative deal and he wouldn't be able to get a similar contract anywhere else. Despite various attempts to out him, Bogarde stayed resolute, seeing out his contract and earning over $15 million in four years at Chelsea, playing just nine games. Bogarde once said "I may be one of the worst buys in Premiership history but I don't care," well, we agree Winston, and you top our list of the worst signings in Premier League history.

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Top 15 Worst Signings in Premier League History