Whitbread joined Millwall, a club in South London that has struggled with hooliganism in the past, on loan from Liverpool in 2005-06, when Millwall was relegated from the Championship. He then signed a permanent deal with the Lions, though a pelvic injury sustained in December 2006 ruled him out for the remainder of the campaign. Last season, he made 28 appearances and flourished under manager Kenny Jackett, who replaced Richard Shaw in November.
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