2008–09 Colchester United F.C. season

After a poor start to the season in which the U's found themselves sporadically in the relegation zone, Geraint Williams was sacked and Paul Lambert was brought in as his replacement in early October.

To replace him, Geraint Williams once again broke the club's transfer record, signing Cheltenham Town forward Steven Gillespie for £400,000.

Lambert brought in numerous loan players, including Marc Tierney and Jimmy Walker while also signing Alan Maybury.

In December, long-serving Chief Executive Marie Partner left the club as Robbie Cowling shuffled his boardroom, bringing in Steve Bradshaw to the position.

A run of ten wins and four draws from 18 games eventually earned Lambert the January League One Manager of the Month award as the U's rose to seven points off the play-off positions.

Lambert made further late season loan signings by bringing in Karl Hawley, Neal Trotman and Ashley Vincent.

In the cup competitions, Colchester returned to the Football League Trophy by reaching the southern section semi-final, where they were eliminated by eventual winners Luton Town.