And D-Day is approaching for John Mousinho to make his final decision on the futures of the likes of Clark Robertson, Connor Ogilvie and Louis Thompson.
The Blues are expected to have another squad rebuild after another failed season has seen them miss out on promotion from League One.
But what are the contract situations of players from clubs elsewhere in the division?
Using Transfermarkt, we’ve taken a look at the sides with the most men without a deal beyond this season in the third tier to see where Pompey rank.
But what are the contract situations of players from clubs elsewhere in the division?
22. Cambridge - 12
Out-of-contract players: Ryan Bennett, Sam Smith, Paul Digby, Harvey Knibbs, Lloyd Jones, George Williams, Dimitar Mitov, Shiloh Tracey, Liam O’Neil, Fejiri Okenabirhie, Ben Worman, Louis Chadwick. Photo: Pete Norton
23. Accrington - 12
Out-of-contract players: Ethan Hamilton, Toby Savin, Mitchell Clarke, Harvey Rodgers, Sean McConville, Joe Pritchard, Anthony Mancini, Michael Nottingham, Seamus Conneely, Jack Nolan, Liam Isherwood, Enock Lusiama. Photo: Gareth Copley
24. Burton - 13
Out-of-contract players: Ben Garratt, Adedeji Oshilaja, Cameron Borthwick-Jackson, Jonny Smith, Terry Taylor, Louis Moult, Conor Shaughnessy, Michael Mancienne, Sam Winnall, Mustapha Carayol, Chris McCann, Tom Hewlett, Thierry Latty-Fairweather Photo: Nathan Stirk