As if this season couldn’t get any worse; Spurs are finding new ways to embarrass and disappoint. 13 losses and 24 pts in 23 games. Averaging barely a point a game. This isn’t just a bad season — it’s the worst season in Tottenham’s Premier League history. And it’s only getting worse.
Leicester City were the perfect opponents on Sunday. 19th in the league. Hadn’t won a game in 2025. Lost 7 out of the last 7. Yet the malaise was nothing that a visit to Daniel Levy’s multi-purpose events arena couldn’t cure. People often get irritated by the monikers that rival fans, the media, and the public in general bestow upon Tottenham. Yet year after year, season after season, under Daniel Levy’s astute and pragmatic ownership, they’re proven correct. If this wasn’t the living embodiment of “Dr Tottenham,” then nothing is. A team that couldn’t buy a win, staring relegation in the face — with two Spurs rejects in their squad no less — handed a relatively simple victory against a supposed member of England’s “Big 6”. It was Ruud van Nistelrooy’s first ever win in the Premier League, Leicester’s first points of any kind since December 8th, and their first win in almost 2 months. Even a new manager under pressure, mired in the relegation zone, in terrible form, always has a chance against Dr Tottenham.
Perhaps even more worryingly; this was no fluke. Leicester were deserving winners, just like Everton the week prior, and the vast majority of defeats this season. Postecoglou’s side was outclassed, outfought, out-hustled, and out-thought. Ange is a man rapidly losing the plot, shorn of ideas, disillusioned on the sideline, and increasingly hostile to everyone from the press to his own fans.
A manager fighting with his own fans is as clear a sign of dysfunction as you can have at a football club. Yet this isn’t even the first time for Ange. And for all the furore over losing to relegation sides, and plummeting down the table, perhaps the most worrying part is that Tottenham’s current plight isn’t an anomaly; it’s part of a much wider pattern that shows no signs of abating. The seeds of this miserable run were sown long before the start of this season — before even the start of last season, when Levy’s greed and chronic lack of ambition forced the greatest striker in club history to seek pastures new. It began even before Antonio Conte was forced to go on his now infamous rant torching everything at the club from the owners to the tea lady.
The story of Tottenham is this. 20 years they have this owner, and they win nothing. Why?
They can change the manager, but the situation will not change. Believe me.
Antonio Conte
One has to go back to the Pochettino era, and the two windows in which the club decided to make a grand total of zero signings — the first and only club to have ever done so — to find the true origin of what’s happening. This self imposed transfer embargo, at a time when the team was teetering on the brink of success, has begun a cascading ripple of failure that threatens to not only derail another season, but strip the club entirely from the top division football. Levy’s balancing act of doing the bare minimum and expecting passable results has finally caught up with him. Perhaps the real surprise is that it hasn’t happened sooner. The investment over a prolonged period of time has been shockingly poor, both from an absolute value and personnel perspective, and there is only one common denominator. There always has been.
Tottenham is a club in free fall. A joke. A banter club. A figure of worldwide comedy and derision. This is the club that Levy has built. One would think that even the mere threat of relegation would be the breaking point — the one footballing outcome that the investment banker truly couldn’t stomach. Missing out on titles was never something he cared much about. In recent years, even the financial carrot of Champions League football hasn’t been enough of an incentive to invest appropriately in the football team. Clearly the extra revenue streams he’s put in place are now sufficient to negate the need for consistent Top 4 finishes. But losing the gravy train of the Premier League? The hundreds of millions of TV money lost, the sponsors who would almost certainly cut and run, and of course, the sheer embarrassment of a club of this size and financial scope playing in England’s second division? Surely this would be a bridge too far, even for England’s most maligned and unambitious chairman…
And yet, 29 days into January, with the club hovering above the relegation zone, Daniel Levy has once again failed to sign a single outfield footballer. He’s pulling from a familiar playbook; briefing his mouthpieces in the media that deals are “difficult” and that “the club are working extremely hard.” In reality, the only reason deals are difficult is that a) he’s tanked the club to such a degree that prospective targets are (wisely) deciding to steer clear, and b) finding players who not only cost little money upfront, but will also fit within one of the most restrictive salary structures in world football, isn’t easy. Ironic since Levy himself has pocketed more money in salary than any other chairman in English football.

There’s no escaping the fact that Postecoglou is looking increasingly hapless and out of his depth with each passing week. But it’s difficult to focus on the manager when the tools at his disposal are so horrifically lacking. The reality is that Ange Postecoglou wouldn’t be manager of Tottenham if Levy had ever intended to properly fund the team. He’s simply the latest human shield brought in to deflect from an increasingly brazen and obdurate white collar charlatan.
The Australian — while not as incendiary or direct as his predecessor — has hardly been shy about the need for new signings. He’s been asking for help since long before the window opened, We all knew that the extra fixture load, in addition to to Ange’s demanding training methods would strain an already thin and ill-equipped squad. Did levy care? Even as the squad physically disintegrates, leaving the manager with 8 first team footballers, still Levy refuses to get his chequebook out, and offer any support. He is steadfast in his resolution to save ENIC money, and it appears that there’s nothing his manager or sham transfer consortium can say to change that. Help may well end up arriving in the final days — or more likely hours — of the window. But it will invariably be too little, too late.
If it wasn’t clear before, this January has proven the sheer disdain with which Levy views this football club, and how low on the list of priorities football has now fallen. To have not signed a single outfield player arrive during one of the worst injury crises in recent history is not only gross negligence, it’s a dereliction of duty. Daniel Levy is plumbing new depths of neglect and ineptitude off the pitch, so it should come as no surprise that the team and manager are following suit on it. Ultimately, a fish rots from the head, and while certain managers have done well to stave the threat of systemic stagnation, it’s appearing a bridge too far for Postecoglou.
Not only he didn’t brought any outfield player so far, but he sent two players on loan in the middle of injury crises during which on every returned player two go out injured ?!