Pompey face their second consecutive away match looking to boost fortunes on the pitch following the recent excellent off-the-pitch news.
Andy Awford will have to decide on whether to bring back Ryan Taylor and Ricky Holmes back into his side now that they have recovered from their injuries and have had game time playing for the reserves. James Dunne is also fit to play having come off early at Hartlepool following a clash of heads.
On-loan Bristol Rovers striker Ryan Brunt could be handed a debut by Nigel Worthington who will consider making other changes after his side lost at Dagenham last week.
Whilst the news that Portsmouth FC is now debt free is great, that will now add pressure to Andy Awford as he will now be expected to deliver promotion for his team and that has to start with a win at Bootham Crescent tomorrow.
The Hartlepool result has split fans' opinion with some claiming that any point away from home is good whilst others were disappointed with a draw at the second-bottom team in the entire Football League.
Tomorrow's game will be a similar situation for Pompey with York struggling in 21st place in League Two and are yet to win at home all season. So, once again, this is a game that Pompey should be looking at winning if they are to be considered serious promotion material.
But how Pompey can solve their goalscoring crisis away from home is going to be perplexing for the manager who still doesn't seem to know what his best eleven is. Fans would like to see Miles Storey and Nigel Atangana restored to the starting line-up to give the team some added bite in midfield and up front.
Perhaps they could be the difference between winning and losing because York don't score many goals and so the Pompey defenders should be confident of keeping a clean sheet after their shutout at Hartlepool last week.
A win here would go a way to silencing the critics who are starting to emerge after an average September. Hopefully October will be a much better month for those who now support a debt-free football club.
Predicted Starting Line-Ups
GK: Michael INGHAM
RB: Marvin McCOY
CB: Keith LOWE
CB: John McCOMBE
LB: Femi ILESANMI
RM: Michael COULSON
CM: Luke SUMMERFIELD
CM: Russell PENN
LM: Ryan JARVIS
CF: Wes FLETCHER
CF: Ryan BRUNT
GK: Paul JONES
RWB: Alex WYNTER
CB: Joe DEVERA
CB: Paul ROBINSON
CB: Jack WHATMOUGH
LWB: Dan BUTLER
CM: James DUNNE
CM: Nigel ATANGANA
CM: Jed WALLACE
CF: Ryan TAYLOR
CF: Craig WESTCARR
Last Time: York City 4 Portsmouth 2 (League Two - 28/09/2013)
This match was to be John Sullivan's ultimate downfall. The Pompey keeper spilled a tame free kick to Wes Fletcher who was grateful for the gift after just three minutes but Jed Wallace equalised early in the second half with a superb solo effort.
However, Sullivan made a major error soon after by dropping the ball from a corner having not caught it cleanly, leaving Lewis Montrose with an easy tap in. Ryan Jarvis and Fletcher scored again to make the score embarrassing even if John Marquis bagged a late consolation. Sullivan was soon loaned to Cambridge after this debacle and his career never recovered.
York have failed to score in five of their last seven games. Pompey have only scored twice away from home in the league all season. Guess which result I'm plumping for...
York City 0 Portsmouth 0