At the May 2005 general election, he lost his seat in Parliament to the Conservative Party candidate, Adam Holloway.
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He ran the London Marathon again in April 2009 in support of Gingerbread (the charity for lone parents), Macmillan Cancer Care and United Response (the learning disability and mental health charity)
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The Town Council of Loughton, where Greenwood lived during his time as West Ham manager, erected a blue plaque to his memory on one of his former houses in the town, 22 Brooklyn Avenue: this was unveiled by Sir Trevor Brooking and the Town Mayor, Chris Pond on 28 October 2008.