Under the stewardship of Kenny Jackett and Danny Cowley, players with varying abilities have donned royal blue, before seeking pastures new.
But what would a team made of the most valuable former players, following promotion from League Two, look like?
Here at The News we’ve delved into transfermarkt.com’s statistics, so you don’t have to, and created the side.
Click through the list to see the most valuable departees in terms of transfer value which totals £12.6million.
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![Current club: Charlton
Pompey appearances: 28
Picture: Joe Pepler](https://www.bedfordtoday.co.uk/webimg/b25lY21zOmFmY2E2ZTg5LTQyNTMtNDBiOC1hYjcwLWE5N2E3NTdkNmY3NTo5MGIzYTkzZi03YTMxLTQyMjktOGJjZC1hNmU2ODZmMjcyOGM=.jpg?crop=3:2&width=640)
1. GK: Stephen Henderson - £270k
Current club: Charlton Pompey appearances: 28 Picture: Joe Pepler Photo: Joe Pepler
![Current club: Peterborough
Pompey appearances: 78
Goals: 1
Picture: Joe Pepler](https://www.bedfordtoday.co.uk/webimg/b25lY21zOjBmOTk1MjE4LWViMjAtNGJiMi1hNDkyLWJlYzVmMmY5MDRhOTo0N2EyYzgxYS0wOTY1LTQxNGItYTQ2NC03MTEyZjZkMjA1YTk=.jpg?crop=3:2&width=640)
2. RB: Nathan Thompson - £450k
Current club: Peterborough Pompey appearances: 78 Goals: 1 Picture: Joe Pepler Photo: Joe Pepler
![Current club: Union St Gilloise
Pompey appearances: 210
Goal: 12
Picture: Graham Hunt](https://www.bedfordtoday.co.uk/webimg/b25lY21zOjY5OTA4NWI2LWFiZTctNGQwMi05ZDI3LWZlNjk2Nzg1ZjllYTo3MGMzMzI2ZC03OTk3LTQxMjYtOWUxNS1iYjNmOWQ2ZTczZjk=.jpg?crop=3:2&width=640)
3. CB: Christian Burgess - £1.08m
Current club: Union St Gilloise Pompey appearances: 210 Goal: 12 Picture: Graham Hunt Photo: Graham Hunt
![Current club: West Brom (on loan from Brighton)
Pompey appearances: 175
Goals: 9
Picture: PinPep Media / Joe Pepler](https://www.bedfordtoday.co.uk/webimg/b25lY21zOmJkN2VhZGNhLWZhNWYtNDY1Ny05ODU5LWE5YzY2MWQ2OTQ2MjpiNTNmZjRkMS04NmEyLTQ4YzgtYThiNy03MWJmNTI2MTMwNGU=.jpg?crop=3:2&width=640)
4. CB: Matt Clarke - £2.7m
Current club: West Brom (on loan from Brighton) Pompey appearances: 175 Goals: 9 Picture: PinPep Media / Joe Pepler Photo: Joe Pepler