#2 Andriy Shevchenko – Chelsea
The world was at his feet when Andriy Shevchenko joined Chelsea from AC Milan and till date, this move goes past as one of the most bizarre ones in the history of transfers. Shevchenko was one of the best strikers in the world during his time with Milan winning the Champions League, Scudetto and also winning the Balon D’Or in 2004 for his remarkable efforts for the club.
He scored 127 goals for Milan across all competitions before completing a €43 million move to Roman Abramovich’s Chelsea, who were reportedly even ready to splash out €75.2M plus Hernan Crespo to acquire the Ukranian’s services.
However, Shevchenko failed to light up the Premier League and didn’t even manage to reach double figures in terms of goals during his two seasons at Stamford Bridge. His career quickly settled into a downward spiral and failed to find his feet even at Milan when he was loaned out in 2008. He eventually returned to boyhood club Dynamo Kyiv and enjoyed his last days feeling right at home before hanging up his boots. Maybe he would have been remembered as the world’s best if he never left Milan!