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Before the penalty shootout began, Liverpool defender Jamie Carragher persuaded his team's goalkeeper Jerzy Dudek to do his utmost to distract the Milan kick-takers and give Liverpool the edge.
Flanagan continued his spell in the first team to cover for the long term injuries of Martin Kelly and Glen Johnson, making his second start the following weekend and playing the full match in a 1–1 draw at the Emirates Stadium against Arsenal, a game in which he accidentally knocked out stand-in captain Jamie Carragher through a clash of heads.