Some huge decisions lie on the horizon for Pompey, as they bid to bolster their bid to finally reach the Championship.
We have looked into some of the key areas boss John Mousinho, sporting director Rich Hughes & Co need to tackle next month.
And we’ve also cast our eyes towards next summer and another raft of big calls which lie on the horizon for the Blues.
13. Push the boat out
Most of us can remember how Pompey replenished their Premier League charge at the start of 2003 - bringing in Yakubu was the final piece in Harry Redknapp's title-winning puzzle. Don't forget how players like Steve Stone and Tim Sherwood arrived with the campaign up and running, too. On the other hand, the less said about the 2018 January window the better - as Ben Thompson was lost and the underwhelming James Vaughan, Bryn Morris, Lloyd Isgrove, Viv Solomon-Otabor and Omar Bogle arrivals killed the promotion charge. The owner support seems to be there to avoid a repeat of that disastrous window. Photo: Mike Egerton