Sergio Reguilon’s time at Tottenham Hotspur has long seemed destined to conclude, but a surprising twist in his transfer saga has emerged—one involving a familiar face from his past, Jose Mourinho.

For over a year, Sergio Reguilon has been firmly out of favour at Tottenham Hotspur, with no place for the full-back in the squad under Ange Postecoglou.

Although the Spaniard’s exclusion became routine, Tottenham’s unexpected defensive injury crisis this season temporarily reopened the door for him to step back into the fold.

Despite his brief reappearance, Tottenham’s intentions remain clear—the former Real Madrid man is surplus to requirements.

Now, with Turkish club Fenerbahce showing strong interest, the stage seems set for Reguilon’s departure.

The Yellow Canaries, after selling Ferdi Kadıoğlu to Brighton & Hove Albion and losing Jayden Oosterwolde to a long-term injury, are in urgent need of defensive reinforcements.

Reguilon appears to be their solution, aligning their ambitions with his impending exit from north London.

In a significant development, Jose Mourinho has reportedly held a meeting with Sergio Reguilon to discuss a transfer to Fenerbahce.

According to Turkish outlet A Spor, the former Roma manager, who previously worked with Reguilon at Tottenham, spoke to the player in recent days to persuade him to make the move to the Super Lig.

Mourinho is paraphrased as saying: “Let us work together again.” The former Tottenham boss is said to be keen on a reunion, viewing Reguilon as an ideal fit for the needs of Fenerbahce.

Furthermore, Fenerbahce’s sporting director, Mario Branco, is expected to travel to England to hold talks with Tottenham over the transfer.

Reports indicate that Ange Postecoglou, despite relying on Reguilon briefly during Tottenham’s defensive crisis, is willing to sanction the sale, considering the club’s long-term plans and his broader vision for the squad.

While Tottenham are eager to offload Sergio Reguilon, they must tread carefully to avoid exacerbating their already strained defensive depth.

The recent injury crisis laid bare the vulnerability of the squad, with the Spaniard playing an unexpected role in holding the fort during a critical period.

Selling the full-back without a clear plan for reinforcements would leave Ange Postecoglou dangerously exposed at the back.

Tottenham’s focus must now shift to finding a suitable replacement if Reguilon departs. The lessons of this season’s injury struggles should serve as a stark reminder of the importance of depth, particularly in a campaign as demanding as the Premier League.