Tottenham Hotspur find themselves in serious trouble after a crushing 3-0 home defeat to Nottingham Forest on Sunday, a result that saw Vitor Pereira’s side move above them in the standings. Spurs are now hovering just one point and one place above West Ham United, who occupy the final relegation spot.
Interim manager Igor Tudor has struggled to steady the ship since taking over from Thomas Frank in February. The Croatian has endured a disastrous start, becoming the first Spurs boss to lose his opening four league matches. Rather than improving, performances have declined under his leadership, and reports suggest he could be dismissed during the international break.
Behind the scenes, the club’s hierarchy are already searching for a new manager—someone capable of not only keeping them in the Premier League this season but also providing long-term stability to avoid a repeat of their current struggles.
Meanwhile, attention has also turned to potential transfer targets. Roberto De Zerbi has been heavily linked with the job, though the former Brighton manager is unlikely to take over mid-season following his recent departure from Marseille. He is expected to wait until the summer before making a decision on his next move.
If De Zerbi does arrive in North London, Tottenham could reignite their interest in AC Milan left-back Pervis Estupinan. Italian journalist Alessandro Jacobone reports that the Ecuadorian defender is being monitored, especially given his previous success under De Zerbi.
Estupinan had been a target for Spurs last summer before opting to join AC Milan in a €19m move to replace Theo Hernandez. However, his time in Italy hasn’t gone as planned. He has struggled to secure a regular starting role and lost his place to Davide Bartesaghi, limiting him to just 16 Serie A appearances this season.
With uncertainty surrounding his future, a return to the Premier League could appeal to the 27-year-old, particularly given his strong performances at Brighton—many of which came under De Zerbi’s guidance.
Tottenham’s interest in a left-back may also depend on Destiny Udogie’s situation. Despite a promising start to his Spurs career, ongoing injury issues have disrupted his progress. Juventus are reportedly monitoring him and could submit a bid of around €25m.
Should Spurs decide to part ways with Udogie, Estupinan could emerge as a viable replacement. A reunion with De Zerbi in North London might benefit both player and club—provided Tottenham can secure their top-flight status and convince the Italian coach to take charge.