On 28 October 2009, following the club being threatened with administration and on-loan midfielder Lee Sawyer returning to Chelsea, Tilson came out of retirement to play for Southend in the Essex Senior Cup.
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Along with Josh Gowling, John Nutter and Alan Power, Anyon was one of the club's rare permanent features throughout the campaign, keeping his first team place under both Steve Tilson and new boss David Holdsworth.