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2. Michael Owen (Real Madrid to Newcastle United, £16.8 million)
Despite a reasonably good debut season with Real Madrid, Michael Owen was deemed surplus to requirements at the Bernabeu in 2005, with Newcastle jumping first to claim the striker’s signature for a mammoth £16.8 million on deadline day.
However, the combination of a lack of fitness and form led to a massive slump in Owen’s career, that led to the Englishman amounting a total of 79 games over a period of four seasons. He scored 26 Premier League goals in that period, therefore costing the Magpies around £1.5 million a goal for the previously profilic striker.
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They didn’t earn a transfer fee out of him either, as Owen left on a free transfer to Manchester United in 2009, as one of the biggest deadline day transfer failures of all time.
