When it comes to acquiring players, even the wisest managers sometimes get it wrong.

Here are five Arsene Wenger’s biggest flops.

Arturo Lupoli

Lupoli had a very promising career, he had one of the best youth statistics in Italy – he scored 45 goals in 22 games for Parma’s under 17.

After his contract expired, Wenger moved quickly and signed him for £200,000 from Parma.

However, unable to nail down a first team place, his career took a downward spiral and he was loaned to Derby County and eventually moved to Fiorentina on a permanent deal.

He now plays for Serie B side Varese.

Jérémie Aliadière

To be fair to Aliadiere, injuries hampered his progression at Arsenal.

At the beginning of his Arsenal career, he was loaned out to,Celtic, West Ham and Wolverhampton Wanderers.

At the time of his returned to from loan in 2007, Aliadiere was mainly limited to League cup action.

He was sold to Middlesbrough in the summer of 2007 for 2.5 million and is now a regular for French side Lorient.

Pascal Cygan

Wenger is known for his eye for talent, but he seldom gets it right with defenders – a case in point is Cygan.

Although Cygan was not considered a first team choice, but was always a culprit when things went wrong at the back anytime he played.

He lacks one of the basic tools a defender needs – concentration.

He had to be shipped out to Villarreal in 2006 and is currently plying his trade with Spanish third division side FC Cartagena.

Francis Jeffers

Before Wayne Rooney burst onto stage at Everton, there was Francis Jeffers.

He was Everton’s golden boy. A classic “fox in the box”.

Wenger saw Jeffers’ prospects and moved quickly to sign him for 8 million pounds, making him one of the club’s expensive players at the time.

Although his chances were limited due to the telepathic understanding of Thierry Henry and Sylvain Wiltord, he never showed the talent he was known for at Everton.

His form dipped and was loaned back to Everton for the 2003-04 seasons. A big miss-hit.

Marouane Chamakh

Wenger’s pugging of Chamakh on a free transfer from Bordeaux would always raise eye brows – did he sign Chamakh because it cost him nothing, or that Chamakh could actually improve the Arsenal forward line?

It’s no longer debatable, as Chamakh’s spell at Arsenal was unsuccessful, and was eventually sold to Crystal Palace.

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