Alberto Acquilani (App: 28; Goals: 2; 2009-2012)
One of the costliest buys by Liverpool under Rafa Benitez, Acquilani made a move to the Merseyside £17m from AS Roma but was not able to prove his worth for even half that price. He was nowhere near the quality needed at a club like Liverpool and will go down as one of the worst transfer business in some time for the club.