Hibernian FC has made some bold moves in the transfer market, but two recent decisions—letting Kieron Bowie slip away and the signing of Junior Hoilett—are shaping up to be moves the club might regret for years to come.

1. Missing Out on Kieron Bowie

Hibs’ failure to secure the permanent signing of Kieron Bowie, after showing interest in the young forward, will likely haunt the club. Bowie, who has shown immense promise during his time at [Previous Club], was a talent that could have revitalized Hibernian’s attack for years to come. Despite his youth, Bowie had already demonstrated flashes of brilliance, and Hibs’ inability to bring him on board left many wondering if they missed the opportunity to build a future star. Instead, Bowie moved to [New Club], where he’s thriving, leaving Hibs to reflect on what could have been had they secured the deal.

2. The Signing of Junior Hoilett

On the other hand, the acquisition of Junior Hoilett, a veteran winger with a wealth of experience, was intended to add firepower and leadership to the Hibernian squad. While Hoilett came with a strong resume from his time in the Premier League and internationally with Canada, his performances since joining have been underwhelming. Injuries and inconsistency have limited his contributions, making it difficult for him to deliver on the expectations that came with his signing. Fans had hoped for a game-changer, but instead, Hoilett has struggled to find his form in the Scottish Premiership, leaving many to question whether his signing was worth the investment.

These two transfer decisions—failing to land a rising star in Kieron Bowie and gambling on an aging Junior Hoilett—have put Hibernian in a precarious position. As the club continues to rebuild, these missed opportunities could prove to be pivotal moments in shaping the future of the team.