1. Andy Carroll (Newcastle United to Liverpool, £35 million)
Following a good season in the Championship and 11 goals in his first full season in the Premier League, Andy Carroll, then playing for Newcastle United, was the talk of the town, with multiple clubs said to be interested in a move for the starlet. Eventually, it was Liverpool who claimed his signature, spending a chunk of the money they received in fees for Fernando Torres to push a move for the Englishman.
However, former Newcastle legend Alan Shearer was not convinced, saying: “It’s an incredible amount of money for a guy who’s scored 14 goals and had half a season in the Premier League, albeit having done very well and the potential is there.”
The transfer proved to be much more of a miss than a hit, which incidentally is what Carroll did a lot in front of goal thereafter, and after falling out of favour at Liverpool, he was eventually booted out, first on loan and then on a permanent deal to West Ham United.