The top 12 biggest Liverpool transfer disappointments
![19 Mar 2002: Jari Litmanen of Liverpool celebrates after scoring the first goal with a penalty during the Liverpool v AS Roma UEFA Champions League, Group B match at Anfield, Liverpool. DIGITAL IMAGE. Mandatory Credit: Shaun Botterill/Getty Images 19 Mar 2002: Jari Litmanen of Liverpool celebrates after scoring the first goal with a penalty during the Liverpool v AS Roma UEFA Champions League, Group B match at Anfield, Liverpool. DIGITAL IMAGE. Mandatory Credit: Shaun Botterill/Getty Images](https://images2.minutemediacdn.com/image/upload/c_fill,w_720,ar_16:9,f_auto,q_auto,g_auto/shape/cover/sport/d95882122e216f4d03b18d781da856876a98c2e1bf8e54661f8ee8f56e7edab8.jpg)
Alberto Aquilani
Italian midfielder Alberto Aquilani was supposed to be the answer to Liverpool’s midfield problems after Xabi Alonso left, but Aquilani failed miserably and will be forever remembered as a flop.
Injuries were probably the main reason the Roma man never took off at Anfield. He somehow passed a medical despite not playing for months due to an ankle problem.
After making a brief debut in November, Aquilani finally made his full debut in December and went on to register six assist for the campaign. Not a bad return given how little he played.
But his time on Merseyside didn’t last long and the Italian returned to him homeland with AC Milan and Juventus – leaving a giant pile of ‘what ifs’ behind him.