Portsmouth's longest-serving player, Connor Ogilvie, is poised to deliver a significant boost to the club as negotiations for a new contract progress. The 30-year-old left-back is expected to attend pre-season training next week, marking his sixth consecutive campaign at Fratton Park. Recruited by manager Danny Cowley on a free transfer from Gillingham in August 2021, Ogilvie has made 196 appearances and scored 13 goals for Portsmouth. He currently ranks seventh among the club's leading appearance makers in the 21st century.

As Portsmouth prepares for the 2026-27 Championship season, Ogilvie's presence is crucial. He has been the first-choice left-back under both Cowley and current manager John Mousinho, contributing significantly despite facing challenges, including a knee ligament injury that sidelined him for two months last season. The club is also looking to strengthen the left-back position, particularly with Jacob Farrell's future uncertain due to injury issues.

Ogilvie's journey at Portsmouth has been remarkable, especially considering he had never played above League One before joining the club. He was part of the squad that won the League One title in the 2023-24 season, securing the club's return to the Championship after a lengthy absence. His performances over the past two seasons have solidified his role as a key player in the team.

In addition to Ogilvie, Portsmouth has successfully retained other important players, such as Marlon Pack, who recently signed a new 12-month deal. The club is optimistic that Ogilvie will follow suit, ensuring that both he and Pack, the longest-serving players, remain integral parts of the squad as they aim for success in the Championship.