Dimitar Berbatov
Winners: Manchester United
Losers: Manchester City
Manchester City thought they were on the verge of signing Dimitar Berbatov from Tottenham Hotspur in September 2008, with the Daily Telegraph reporting a bid from Eastlands in excess of £30m.
In what may be the most dramatic January transfer deadline day ever, Manchester United outbid their noisy neighbours, and Berbatov moved to Old Trafford, with Man City making a late swoop for Robinho.