“Shocking Tottenham Shake-Up: Key Insider Ousted as Elite Replacement Arrives—‘I Know Him Personally!’”

Tottenham Overhaul in Full Swing: Long-Serving Exec Axed as Former Arsenal Chief Takes Charge—and Son Heung-min Exit Looms**

Tottenham Hotspur’s sweeping summer overhaul is gathering pace, reaching far beyond on-pitch matters and the future of manager Ange Postecoglou. While speculation continues to swirl around the Australian’s tenure following a turbulent domestic campaign, major structural changes are also underway behind the scenes at the club.

In a season marked by stark contrasts—Tottenham slumped to a dismal 17th-place Premier League finish, their worst since 1977, yet ended a 17-year silverware drought by defeating Manchester United to claim the Europa League title—club chairman Daniel Levy is now overseeing a major shake-up ahead of a critical 2025-26 season that includes Champions League football.

Amid reports that Levy has consulted senior players about Postecoglou’s future, assistant coach Ryan Mason has already departed to become West Bromwich Albion’s new manager. Off the pitch, another significant change has seen long-standing executive director Donna-Maria Cullen officially leave her role after nearly three decades of service.

Football consultant and former Everton CEO Keith Wyness addressed Cullen’s exit on Football Insider’s *Inside Track* podcast, acknowledging her influential yet often understated role in the club’s operations. While praising her contributions, Wyness emphasized that a more streamlined executive structure could benefit Spurs going forward.

Taking Cullen’s place is Vinai Venkatesham, the former Arsenal CEO, who has now assumed the same role at Tottenham. Wyness expressed confidence in Venkatesham’s appointment, noting his existing relationship with Levy from past North London derby negotiations and describing him as a “very good operator” well equipped to assume full strategic control.

“I’ve always found that the fewer people involved in major football decisions, the better,” Wyness remarked, highlighting Venkatesham’s arrival as a positive step toward efficiency and clear leadership.

In parallel with the boardroom transition, Tottenham captain Son Heung-min’s future at the club is also in question. Approaching his 10-year anniversary in North London following his 2015 move from Bayer Leverkusen, Son may not reach that milestone. Despite Spurs activating a one-year contract extension in January, the 32-year-old’s underwhelming season and growing interest from Saudi Arabian clubs could see him leave in the coming months.

As Tottenham gear up for a demanding campaign on four fronts, both the hierarchy and the squad could look drastically different by the end of the summer.