Why Harry, why? No doubt the 22-year-old was extremely prolific with lowly Bury and the Championship's Preston, but ultimately, commanding a fee of £6 million when all he was ever seemingly going to do was warm the bench is an astounding decision.
The Huyton-born striker's career highlight is being handed his first and only England cap by the clueless Steve McClaren, and in that solitary England appearance as a substitute against the mighty Andorra, he achieved the incredible feat of stealing a goal from his new teammate Jermain Defoe. Wonderful!
Darren Bent (Charlton Athletic to Tottenham Hotspur)
It must be said, it's not all his fault—but ultimately, he should have known better. Perhaps he anticipated that Dimitar Berbatov would be on his way out at White Hart Lane, but ultimately, he has spent most of his time on the bench. This after commanding a transfer fee in excess of £16 million.
It's laughable—that goes without saying. Though to his credit, he was the highest English scorer in the Premier League last season. Ultimately, it has been a waste of a year for the 24-year-old, and if he has any sense, he will follow Jermain Defoe out of White Hart Lane elsewhere, so he can play regularly and reap the same rewards as Defoe is now.
Joey Barton (Manchester City to Newcastle United)
One of my personal favorites to win this award. What a waste of space. Manchester City will have laughed all the way to the bank when they cashed in £5.8 million for this glorified thug.
In fact, I take that back—there's nothing glorious about him. He has scored just one goal, a last-minute penalty against Fulham, and has been lucky to escape suspensions for some of petulant acts on the field. He has spent about as much time in custody as he has in training.
It is time for you to decide deserves to be the worst of this lot.
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