We take a look back at 2015/16 season.Blues started October by suffering a narrow defeat to Burton Albion, a newly promoted side that was also taking to League One life like a hand to a glove.
The Brewers took the lead early in the second period when defender, Tom Naylor's effort ricocheted off Luke Prosser and past Dan Bentley.
David Mooney almost rescued a point late on, but his header was denied by Brewers’ keeper, Jon McLaughlin.
Victory in the Johnstone’s Paint Trophy over Crawley Town got Southend back on the winning trail after goals from Myles Weston and a brace from Joe Piggott handed the Blues a 3-0 win.
Cup success was followed by a 1-0 win in the league over Port Vale; Joe Pigott, the Wembley saviour yet again the scorer.
Pigott, on loan from Charlton Athletic, claimed the winner in the second half when he turned in Anthony Wordsworth's cross from close range.
Blues made it consecutive home wins with a 2-1 triumph over Barnsley after coming from behind to take all three points.
Anthony Wordsworth put the Blues back on terms after Josh Scowen’s opener from the spot, before Prosser completed the turnaround before half time, slotting in at the back-post.
After making it six wins from their last seven games, Phil Brown’s side were to experience the unusual feeling of defeat, going down 3-0 at Chesterfield after the goalscoring prowess Sylvan Ebanks-Blake (2) and Lee Novak downed the Blues.
Not one to spend time licking their wounds, Southend would count themselves unlucky not to come away winners from neighbours Gillingham after a late equaliser from Doug Loft denied them bragging rights at Priestfield Stadium.
Stephen McLaughlin had given the away side the lead, with a perfectly executed lob over keeper Lee Nelson.
Southend finished the month with a high-scoring stalemate at home to Rochdale as they let a priceless two-goal lead slip at Roots Hall to draw 2-2.
Blues took the game by the scruff of the neck as David Mooney rifled home a penalty after Ryan Leonard was brought down in the area by Dale stopper Josh Lillis.
Leonard then made it 2-0 but Keith Hill’s men struck back through Joe Bunney and Michael Rose.
That result meant Southend finished the month in 11th positon with 23 points.