The ex-Cardiff midfielder returned to his boyhood club to pen a two-year deal at Fratton Park.
Yet, that deal remains the only signing for the Blues to date.
Trio Kieron Freeman, Marcus Harness and Ronan Curtis have all been linked with moves away this summer but remain part of the group as Pompey up their preparations for the new season.
Pompey make the annual trip to Westleigh Park on Saturday for their first pre-season fixture but what would their strongest side look like if the season started tomorrow?
We’ve taken a look at the best starting XI Cowley could name if that was the case.
Here’s how we think they would line up.
9. CAM: Michael Jacobs
The 30-year-old penned a new one-year deal to remain at Fratton Park until summer 2023 and believes he can play a key role in the Blues’ promotion push next season. Despite an injury affected career at Pompey so far, Jacobs proved to be one of the most creative players in Cowley’s ranks when fit last term and is eyeing a regular spot in the starting XI. Photo: Paul Thompson
10. LM: Ronan Curtis
The Irishman has been an ever-present in Pompey’s starting XI since his move in 2018. He became the Blues’ top scorer in the 21st century last term, after netting 50 times in 190 outings. Curtis has continued to be linked with moves away with Hibs, Blackburn, Preston, Derby and Cardiff are all reportedly interested in his services this summer. Photo: Joe Pepler
11. ST: Dan Gifford
With no senior strikers in Cowley’s ranks, academy graduate Dan Gifford remains the only option the Blues boss could turn to if the season started tomorrow. Aiden O’Brien remains in negotiations with the club, while George Hirst continues to be linked with a return. However, recent reports suggest Victor Adeboyejo could be on his way to PO4 and closing in on a potential move. Photo: Jason Brown