As the clock ticked over to 10.30 p.m. last night it seemed that any concerns about Raul Meireles switching camps to Chelsea had been unfounded.
Yet as the news came through about a late transfer request being made by the Portuguese star you couldn't help but feel your heart drop swiftly.
Within an hour it was confirmed—he had signed for his former manager Andre Villa-Booas at Stamford Bridge. Liverpool had lost a player who had brought so much energy, passion and goal scoring ability to the side since Roy Hodgson's mismanagement of the squad.
Unsurprisingly this is not the first time this century that the man in charge has let such a talent head for the exit.
Various others have come and gone before Meireles and others will no doubt follow.
Sometimes they go onto greater things and spectacular new adventures and reach the dizzying heights of which they had not found at Anfield.
At other times Liverpool are left with a disappointing lacklustre replacement and are left to pick up the pieces of what could have been.
Here I will take a look at the top 10 players from the last 11 years who have left the Kop and who are sorely missed—well by some people at least!
My honorable mention goes to former reds striker Neil Mellor who is playing well and beginning to score consistently at Preston North End.