Premier League Transfers: 10 Most Disappointing Deals in EPL History

There are some transfers that clubs simply wish they could have back.

A player looks like the right fit. You bring him in. And he's terrible.

There are some players on this list who worked out other places. Some might still work out. Others were downright bad.

Considering it is the transfer window, why not rank how poorly some transfers worked out?

These 10 players disappointed the clubs that brought them in. Whatever the reason (poor play, poor results or lack of talent), they have gone down in English Premier League history as the most disappointing transfers.

There are definitely more than 10 disappointing deals in the English Premier League's history, so I acknowledge that I probably missed some. Therefore, if you have a favorite bad buy (on the list or not), feel free to share it.

10. Michael Owen, Newcastle United

Michael Owen was nothing short of disappointing for Newcastle United.

Owen had a great stint at Liverpool. Then, he was efficient at Real Madrid. Unfortunately, his stay at Newcastle wasn't as great.

The Toon bought him in 2005 for 16.8 million pounds, which he might've deserved if he would've played up to his ability. Unfortunately, he didn't.

Owen's first two years were riddled with injuries. His thigh and foot kept him out of games in his first season. Then, after injuring his knee at the 2006 World Cup, he nearly missed the entirety of his second season (three league matches).

Owen was decent for the next two years, but he ended up captaining the side to relegation in 2009. As a result, he bolted for Manchester United.

Owen is one of the best English players of the new millennium, but he certainly didn't show that at Newcastle.

9. Serhiy Rebrov, Tottenham Hotspur

Serhiy Rebrov was pretty terrible at Tottenham Hotspur.

He had a pretty great career at Dynamo Kiev, but he definitely never warranted the 11 million pounds that Spurs paid for him in 2000.

In fact, he hardly played for Spurs in that time. He went on two separate loan spells to Fenerbahce, making his time in North London confounding.

There is no doubt that Rebrov could find the back of the net. He simply could never do it in the Premier League, making his transfer extremely disappointing.

8. Fernando Torres, Chelsea

I feel bad for Fernando Torres.

Partly because I'm a Chelsea fan. Partly because things like this happen to him. Also, partly because he does things like this.

Whether you like him or not, you have to feel for the Spaniard. He was once one of the premier strikers in the EPL. Now, he can't buy a goal.

Interestingly, that's what Chelsea thought they were buying. For 50 million pounds, Chelsea thought they would get the Torres of old.

That hasn't worked out.

In 41 appearances (26 starts) for Chelsea, he has produced six goals. To say that's disappointing would be a huge understatement.

He has hardly warranted the transfer so far. Luckily for him (or unlucky, depending on what you think the future looks like for him), he is still with the Blues, and he can still make this a successful transfer.

Look, Torres is only 27. He has been in form as of late. The goals will come.

I hope.

7. Massimo Taibi, Manchester United

When your nickname is "The Blind Venetian," you're usually pretty terrible.

While Massimo Taibi wasn't at Manchester United very long, he sure made an impact in his short stint for Sir Alex Ferguson in 1999.

Unfortunately for Taibi, that impact was in the form of one of the worst howlers in goalkeeping history. Be careful when you watch that video, for it is downright painful.

By all accounts Taibi was a decent goalkeeper. Unfortunately, he sure wasn't very good (or decent, for that matter) for United.

6. Andy Carroll, Liverpool

Liverpool bought Andy Carroll for a club-record 35 million pounds.

That hasn't exactly worked out.

In 33 appearances for the Reds, Carroll has produced six goals. While that isn't as poor of a ratio as Fernando Torres' at Chelsea, it sure has been uglier.

Carroll has not looked good. Many people believed he would be the tradition No. 9, giving England (and Liverpool) a young, strong, athletic target forward to watch for the next decade.

While he can still get better, Carroll sure hasn't warranted such a ridiculous transfer fee. He is only 23 years old, so his career can pick back up.

Until then, Carroll will be a legendary disappointment for Liverpool.

5. Diego Forlan, Manchester United

Diego Forlan has done his best to erase his Manchester United memories, but we don't forget.

Sir Alex Ferguson brought him in for 6.9 million pounds, and Forlan was far from worth it.

He was used primarily as a substitute, and he never could quite figure the English game out. Luckily, Forlan went on to have a successful career in Spain and now Italy. Plus, he was arguably the best player at the 2010 World Cup.

Forlan may have put United in his past, but that doesn't mean anyone will forget nightmarish moments, like this one.

4. Alberto Aquilani, Liverpool

Liverpool bought Alberto Aquilani for 17 million pounds in 2009.

The move seemed a little odd, but he could slide into Javier Mascherano's role after his departure. Except, Mascherano was still there. In fact, the midfield was pretty much set at Anfield.

Aquilani definitely knows that by now.

In the past 2-plus years, he has made 13 appearances for Liverpool. In that same time, he has made 34 appearances for Juventus and 20 for AC Milan (this season alone).

It doesn't make sense that Liverpool even brought Aquilani in, considering they've loaned him out twice in his three years. Many people thought he would fit into the system, but he simply hasn't.

Aquilani is a fine player, but he hasn't proven that in a Liverpool uniform.

3. Juan Sebastian Veron, Manchester United & Chelsea

Juan Sebastian Veron was very disappointing at Manchester United.

Sir Alex Ferguson brought Veron in for 28.1 million pounds. In 2001, that figure was even more ridiculous than it is now.

He gave United 11 goals in return. Veron is still considered one of the biggest flops in Ferguson's era.

United, however, are not the dumbest club regarding Veron.

Because even after his horrible performances for the Red Devils, Chelsea thought they should buy Veron for 15 million pounds. I mean, if you can pay that much for a man who will appear in only 14 matches, you have to do it!

Veron is a flop twice-over in the Premier League. That isn't exactly something to be proud of.

Luckily for him, their are two monster disappointments that trump his double.

2. Robinho, Manchester City

Sometimes, when you buy dozens of players for tons of money, they don't work out.

Manchester City's purchase of Robinho would count as that.

In 2008, City paid 32.5 million pounds for the Brazilian.

He ended up playing 40 league matches for City. In those matches, he found the net an incredible 14 times.

In all honesty, Robinho wasn't horrible at City. He simply didn't play hard, well or passionately. Other than that, he was just fine.

Well, on second thought, I suppose he was pretty terrible. Fortunately, City can blow over 30 million pounds without thinking twice about it.

It should be noted that Robinho has gone on to play pretty well at AC Milan.

1. Andriy Shevchenko, Chelsea

Andriy Shevchenko is easily the most disappointing transfer in EPL history.

The Ukraine international was brought to Stamford Bridge for about 30 million pounds. Unfortunately for the Blues, Shevchenko didn't live up to that price.

In 74 appearances for Chelsea, Shevchenko scored 20 goals. In that time, Shevchenko continued to work hard, which made his poor play even more disappointing.

Shevchenko scored tons of goals for AC Milan, and he was a great player there. However, once he came to London, he never was quite the same.

For 30 million pounds, a player needs to play well. Shevchenko never accomplished that, which is why he's the most disappointing transfer in EPL history.