The summer transfer window may have closed, but the planning for the next one never really stops for top football clubs.
For Yves Bissouma at Tottenham Hotspur, the last few months have been a period of uncertainty, and that looks set to continue into the new year.
The midfielder finds himself in a difficult situation, having not made a single appearance for the club so far this season.
With his current contract entering its final year, his future at the club appears to be increasingly away from North London.
Manager Thomas Frank has been clear about the situation, stating publicly that Bissouma must impress in training if he wants to force his way into the first-team picture.
This message suggests that the player is not currently in the manager’s plans, which naturally leads to speculation about a move elsewhere when the transfer market reopens.

During the summer, several clubs in Italy’s Serie A were reportedly interested in acquiring his services. Names like Juventus, Inter Milan, and AS Roma were all linked with a potential move, but nothing concrete materialized before the deadline.
Now, attention is turning to the January window, and a new Italian suitor appears to be entering the frame.
According to reports from Italy, AC Milan are considering making a move for the 29-year-old. The story suggests that Tottenham actually offered the player to Milan during the summer, but a deal could not be agreed upon at that time.
However, the circumstances have now changed in a way that might make a transfer more appealing for the Italian giants.
The combination of his limited playing time and his contract situation makes him a potentially attractive, cut-price option for a club like Milan.
It is believed that Tottenham would be looking for a fee in the region of €20-25 million, but that price is expected to drop even further as he moves closer to the end of his deal in 2026.
This represents a significant opportunity for a club to sign an experienced Premier League midfielder for a reduced cost.
It is claimed that AC Milan’s sporting director, Igli Tare, and his staff are already hard at work identifying targets for the winter market, and Yves Bissouma is a name that is firmly on their radar.
For the player, a January move could offer the regular first-team football he needs, and for Tottenham, it would represent a chance to recoup some value on an asset that is not contributing on the pitch. All signs point towards the next transfer window being a pivotal moment in his career.