The Blues’ 1-0 loss to Accrington on Sunday saw them surrender their spot in the play-offs to Oxford United.
It means Pompey are confined to the third tier for a fifth successive campaign.
Still, Danny Cowley has now been appointed head coach on a permanent basis and is now tasked with guiding the Blues back to the Championship.
Big decisions must be made and we’ve taken a look at every permanent player at Fratton Park – including those whose contracts are coming to a close – and assessed what it means for Pompey heading into the 2021-22 season.
Scroll down and click through the pages below...
5. James Bolton
The former Shrewsbury defender was surplus to requirements for much of the season. Bolton has another year on his deal and the dependable right-back competition could provide competition next season, but he may want to move elsewhere for regular minutes. Photo: Graham Hunt
6. Jack Whatmough
Pompey's failure to go up means the centre-back's future is now uncertain with his contract soon expiring. Whatmough's been dubbed a Championship player by Danny Cowley and that could see the defender pursue a switch to the Championship. Photo: Jason Brown
7. Sean Raggett
Started 45 league games before being dropped for the season finale against Accrington. Raggett's got another year on his contract and you'd expect him to be here next season, but he may no longer be a regular starter given what happened against Accy. Photo: Joe Pepler
8. Paul Downing
The ex-Blackburn man's re-emergence from the cold in the past three games. Downing looked a certainty to leave this summer but now his situation has changed. One to keep an eye on. Photo: Jason Brown