Ipswich Town are casting their eyes over the youngster ahead of a potential swoop.
Bailey played for the Tractor Boys’ Under-18’s last weekend in their 4-1 loss to Wigan Athletic.
TWTD report he then featured and scored for the Under-21’s against Crewe Alexandra on Monday.
Ipswich could see Bailey as one for the future as they keep tabs on him.
The prospect is currently on the books of Woking in the National League and they are 19th in the sixth tier table, just two points above the drop zone as they look to avoid relegation to the National League South.
The Tractor Boys will have a decision to make as to whether to hand him a deal. He could be a useful addition to their development ranks and the fact he scored against Crewe will boost his chances.
Ipswich are top of the Championship table following their impressive season and are battling it out with the likes of Leicester City, Leeds United and Southampton for a place in the Premier League.
They are a point clear the top with three fixtures left to play against Hull City, Coventry City and Huddersfield Town.
Their next two games against the Tigers and the Sky Blues are away so Kieran McKenna will be in for tough trips.
The Tractor Boys’ form has stuttered recently as they look to get themselves over the line. They are winless in their last three outings.
In the meantime, whilst the first-team chase down top flight football, the club continues to do good work behind the scenes with Bailey being considered on trial.