Ever since the takeover of Roman Abramovich, Chelsea has been making a lot big money signings in order to construct a world-class squad capable of competing at all fronts.

Fortunately with the combination of great managers and players, Chelsea has been able to win nearly every trophy available to them since the takeover in 2003.

However, currently after ten years of major investments, there have been as many unsuccessful stories, almost as much as the positive ones.

This article will not mention any current player as they still have time to make up for their price tag. Therefore players such as Fernando Torres will not be included in the list.

5. Shaun Wright-Phillips (£21 Million)

The son Arsenal legend Ian Wright almost made the move to the Ashburton Grove back in 2005 but missed out as Chelsea out bided their London Rivals. The diminutive winger went ahead and only made 43 Premier League starts for his new club and netted only 4 times in the league. For a player who costs far more than any amount Arsenal has ever played for any player, he surely did not live up to expectations.

4. Scott Parker (£10 Million)

A young Scott Parker had just won the PFA young player award and had billed as England’s next “Big Thing”. However, all did not go as planned as his Chelsea dream quickly turned into a nightmare as he got limited playing time. A further injury, new signings and new management only further alienated him and has his stint to only be remembered by a small group of Chelsea fans.

3. Juan Sebastian Veron (£15 Million)

 Although he was a failure at Man Utd, Chelsea has faith that the player could regain his old form that convinced the Red Devils to spend so much for him in the first place. After only managing 7 Premier League appearances with a solitary goal it became evident that England was simply not a place for him.

2. Adrian Mutu (£15.8 Million)

Although his performances on the pitch were not the worst on this list, his position is mainly deserved because of the way his tenure at Chelsea ended. Surely many do not need any reminding of his infamous drug test failure which caused Chelsea to sack him (without any compensation, on the contrary a lawsuit followed). For a professional who earns thousands of pounds a week, avoiding drugs is a very basic requirement that is rarely ever broken.

1. Andriy Shevchenko (£30 Million)

The third highest goal scorer in Champions League history that cost a then British transfer record was obviously always going to be the worst Chelsea signing ever. Although, current striker Fernando Torres is making a strong case to takeover the Ukrainian legend’s “top position”. Managing a mediocre 9 premier league goals over two seasons is definitely not what you expect from a striker of his calibre.

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