The Nine Worst Transfers Of The Calender Year, With Big-Money Liverpool And Man United Flops

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8) Jermain Defoe (Tottenham to Toronto FC)

Despite offers from several Premier League clubs, Defoe chose Toronto and the MLS after leaving Tottenham. The former England international subsequently cost himself a spot at the 2014 World Cup, and has endured a frustrating spell in the States.

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