Pompey’s first game in the post Guy Whittingham era got off to a poor start as they went down to a 2-1 defeat to 10-man Southend.
The Blues enjoyed the perfect start to the contest under caretaker boss Andy Awford when Andy Barcham rifled in a cracker with just 90 seconds on the clock.
Southend had their moments but it was the home side who bossed the opening 45 minutes with an impressive display full of tempo.
However, the game changed after the break, with the visitors dominating the game.
And even when they were reduced to 10 men on 65 minutes after substitute Cauley Woodrow was shown a straight red card for a raised arm on Jed Wallace, it was Southend who took control.
First Will Atkinson latched on to a through ball to slip his shot under Trevor Carson to net the equaliser.
And then five minutes later, Barry Corr grabbed the winner as he stole in at the far post to head past Carson to send Pompey to a fifth straight defeat.