Some storylines to look out for ahead of Blues' Third Round fixture in the Checkatrade Trophy which sees them take on Portsmouth...
Tuesday's Checkatrade Trophy game comes just three days after Portsmouth's Emirates FA Cup game against Norwich, which saw Pompey knock out the Canaries after some last minute magic from substitute Andre Green.
However, Chris Powell's side were rested over the weekend due to their elimination from the FA Cup. This rest could prove vital for Blues who could get the upper hand over Portsmouth who have played the same number of games as Southend in recent weeks but with a lot less rest.
Only time will tell if the recovery time gifted to Blues will help them earn a win over high-flying Portsmouth.
Kenny Jackett's side, who are sitting comfortably at the top of League One are in fine form, but Pompey's away record against Blues isn't great, with the South-Coast side having only won four games at Roots Hall out of 17 attempts.
This form away from home also means that Southend are currently on a five-game unbeaten run against Portsmouth when playing on home turf. Meaning Pompey haven't beat Blues on the road since 1994.
This leaves one wondering if this historical form can be extended to another game.
One question that will certainly be on both managers minds when they walk into work tomorrow will be team selection. Who will start and who plays where?
Chris Powell will have a few decisions to make in key areas, will he put Ted Smith in between the sticks? (due to Nathan Bishop now being selected for the league), does he give Charlie Kelman a start after his impressive U18's display that saw him score four goals over the weekend?
Kenny Jackett will be thinking along the same lines with FA Cup hero Andre Green potentially in the line-up after bagging the winner on Saturday. Goal threat Brett Pitman, who has been mainly on the bench this season could start tomorrow and the experienced frontman has scored in his previous fixtures in this competition making him a player to watch if he features.
Who would you have in your starting XI tomorrow?