Daniel Levy's tenure as executive chairman of Tottenham Hotspur has come to an end after nearly 25 years, leaving behind a complex legacy that evokes mixed feelings among fans and stakeholders. While Levy played a pivotal role in transforming the club's infrastructure, including the construction of a state-of-the-art £1 billion stadium and a top-tier training facility at Hotspur Way, his reign has also been marred by a lack of on-field success.

Despite overseeing significant financial growth and establishing the club as a profitable entity—valued at £2.6 billion by Forbes—Levy's time at Spurs is overshadowed by the disappointment of trophy droughts. Under his leadership, the club secured only the League Cup in 2008 and celebrated a Europa League victory last season. However, these achievements have been insufficient to quell the discontent among supporters who expected more silverware, especially given the club's frequent appearances in semi-finals and finals without clinching titles.

Levy's management style has often been criticized for instability, marked by the frequent sacking of managers—12 in total during his tenure. His decision to part ways with popular figures like Mauricio Pochettino, who led the team to the Champions League final in 2019, and the recent dismissal of Ange Postecoglou shortly after winning the Europa League, have fueled frustrations among the fanbase. Protests and chants directed at Levy have become commonplace, illustrating the divide between his vision for the club's financial health and the supporters’ desire for competitive success.

As Levy steps down, his legacy is likely to be a blend of infrastructural triumphs and managerial missteps, leaving Spurs in a stronger financial position but still yearning for the glory that has eluded them for decades. The challenge for the new leadership will be to build on Levy's accomplishments while addressing the deep-rooted issues that have plagued the club's pursuit of greatness.