“Tottenham very tough on terms” – Ben Jacobs give verdicts why one particular transfer move failed to materialise

Tottenham Hotspur defender Sergio Reguilon found himself at the center of several transfer discussions during the summer window, but his departure from the club proved more complex than anticipated.

The main stumbling block in negotiations was Tottenham’s firm stance on securing a permanent deal for the Spanish left-back, as the club was unwilling to entertain another loan arrangement.

Reliable journalist Ben Jacobs revealed that Tottenham’s focus was on finding a permanent solution for Reguilon, which made negotiations with interested clubs more difficult.

Despite being out of favor under manager Ange Postecoglou for the current season, the club’s insistence on an obligation to buy rather than a temporary loan deal posed challenges in finding a resolution for the player’s future.

During the European transfer window, Reguilon attracted interest from various clubs across the continent. However, Tottenham’s tough negotiating stance, seeking a permanent move or at least a loan with a mandatory purchase clause, created obstacles. The club’s desire to secure a long-term exit for Reguilon clashed with the interest from other teams, who were more inclined toward a short-term solution.

Ben Jacobs commented on the situation, highlighting the difficulties in resolving Reguilon’s future. He noted that while Reguilon had several options during the transfer window, Tottenham’s firm approach to the terms made it challenging to finalize a deal.

The club’s preference for a permanent transfer or a loan with an obligation to buy added complexity to the negotiations, leaving Reguilon’s situation unresolved as the window drew to a close.

Reguilon, who joined Tottenham from Real Madrid, spent the 2022/23 season on loan at Atletico Madrid before moving to Manchester United on a short-term deal.

His stint at Old Trafford was meant to provide cover for injured players Luke Shaw and Tyrell Malacia, and there were rumors that Manchester United considered making the transfer permanent earlier in the summer. However, no deal materialized, and Reguilon returned to Tottenham.

In the latter half of the previous season, Reguilon also had a productive loan spell at Brentford, where he impressed with four assists in 16 appearances. Despite showing flashes of his quality, Brentford opted not to pursue a permanent transfer, further complicating Reguilon’s situation.

As the summer transfer window came to a close, Tottenham continued their efforts to offload Reguilon, with Turkish club Fenerbahce emerging as a potential destination. Whether a deal could be reached before the Turkish transfer window closed remained uncertain, leaving Reguilon’s future at Tottenham hanging in the balance.

In the end, Reguilon’s situation serves as a reminder of the complexities involved in transfer negotiations, particularly when a club is determined to secure a permanent exit for a player.

Tottenham’s firm stance on Reguilon’s departure may have been driven by a desire to streamline the squad and reduce the wage bill, but it also meant that finding a suitable destination for the defender became a more challenging task.

As the dust settles on the summer transfer window, the focus will now shift to whether Tottenham can find a resolution for Reguilon before the Turkish transfer window closes or if the player will remain at the club for the foreseeable future.