Biggest swap deals ever, with Sterling for Walcott & Gibbs exchange with Arsenal touted

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Clarence Seedorf Francesco Coco Inter Milan AC Milan

Inter – Clarence Seedorf for Francesco Coco – AC Milan 

The same two teams involved again, with Inter Milan once again getting a raw deal.

Coco spent most of his time sidelined with injury or out on loan, while Seedorf became a legend at Milan – following Pirlo across the San Siro divide.

Andy Cole Manchester United

Newcastle – Andy Cole for Kieth Gillespie – Manchester United

How this deal ever went through was a mystery, and nobody was surprised by the outcome. Cole formed a lethal partnership with Dwight Yorke at Old Trafford, and is to this day a Premier League legend.

Gillespie was a decent servant for Newcastle United, but never really set St James’ park alight with his performances.

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