Sheffield Wednesday have handed a trial to former Gillingham striker Joshua Bayliss as they look to reinforce their youth and development squads ahead of the 2025/26 season.
The 19-year-old forward featured in an Under-21s pre-season fixture against Scarborough Athletic at the weekend, playing 45 minutes in a 1–1 draw.
Bayliss Given Chance to Impress at Hillsborough
Bayliss, who departed Gillingham earlier this summer after the end of his contract, is currently a free agent and seeking his next opportunity in the professional game. His appearance comes as part of an extended evaluation period at Hillsborough, with several young players being assessed during pre-season as the club rebuilds from within.
Alexander Asaba, another long-term trialist, also featured in the fixture, while regular academy names such as Logan Stretch, Yisa Alao, Harry Evers and Rio Shipston formed part of the starting line-up.

Academy Under Pressure to Deliver
With just 16 senior players registered ahead of the club’s opening Championship fixture against Leicester City, Wednesday are increasingly relying on the development pathway to fill critical squad gaps. Youth players are expected to play a key role under new manager Henrik Pedersen, who inherits a threadbare side in the wake of Danny Röhl’s departure.
The current off-field crisis at the club has cast a long shadow over preparations. Reports of unpaid wages and internal uncertainty have dominated headlines, but behind the scenes, the academy has continued its work undeterred. An even younger side came from behind to defeat Grimsby Town’s Under-18s at the weekend, with Liam Clayton scoring the winner.
Bayliss now waits to learn whether his trial period will lead to a contract offer, with opportunities potentially opening up faster than expected amid the club’s ongoing instability.
Pedersen Faces Steep Task
New manager Henrik Pedersen faces the daunting challenge of guiding Sheffield Wednesday through their current crisis. With the club’s financial issues unresolved and the ownership situation growing more toxic by the week, supporters have voiced increasing concern about the long-term direction under chairman Dejphon Chansiri.
Pedersen, however, remains focused on football matters. Reinforcing both the senior and development squads will be critical in the coming weeks as the Dane looks to steady the ship ahead of the new campaign.
Writer’s View
In the midst of Sheffield Wednesday’s turbulence, trialling a forward like Joshua Bayliss makes complete sense. While fans understandably want clarity at the top and quality at senior level, identifying and nurturing hungry young talent could be a small but vital step toward restoring some stability. If Bayliss can impress, he may quickly find himself involved in first-team discussions—a reminder that even in crisis, opportunity still knocks for the ambitious.


