10 minutes on the clock, 69 clubs to guess.

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TRY NOW Quiz! Can you name Manchester City’s 50 most expensive signings?

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At the start of the Premier League, Manchester United made two huge transformational signings – and both were opportunistic.

When Leeds United phoned to inquire about Denis Irwin, it was United who turned the tables on their rivals. United asked about Eric Cantona – and the rest was history.

Likewise, Roy Keane was a chance that Sir Alex Ferguson simply couldn’t pass up. Keano was heading to Blackburn Rovers on Monday morning, with the office closed on Friday evening…until Fergie managed to get the Irishman to change his mind.

Neither are on this list – but could be two of the club’s greatest signings of all time. Can you tell us the most expensive, though?

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