You don’t win trophies by luck. You win them by design” — Tottenham Trophy Series | Tottenham Hotspur Blog News |
What Needs to Change at Tottenham Hotspur to Win Trophies Regularly?
Introducing the Tottenham Hotspur Trophy Series — A Candid Look at What’s Holding Spurs Back
Tottenham Hotspur have just ended a 17-year trophy drought with the 2025 UEFA Europa League triumph.
But for many fans, it’s not enough.
I have always maintained Spurs have to build to win multiple trophies, not buy to win one.
The UEL trophy needs to be a launching pad, not a nostalgic moment in another barren decade.
So, what needs to change for Spurs to win regularly?
Not just the odd cup — but compete seriously for Premier League and Champions League honours, like Daniel Levy has publicly stated.
That’s the question this series tackles.
What Is the Tottenham Hotspur Trophy Series?
This is an 8-part investigative and mindset-led series from Tottenham Hotspur Blog News that explores the real structural, cultural, and psychological reasons Spurs haven’t become serial winners — and how we could.
It’s not just a checklist of what to fix.
It’s a blueprint for changing the DNA of the club.
Across the series, I’ll ask the uncomfortable questions:
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Are Daniel Levy’s words hollow or simply misaligned with his actions?
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Can a manager who’s never won trophies instil a winning mentality?
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Does Tottenham Hotspur’s conveyor belt of youth development actually help or hinder title ambitions?
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Why do most players and staff think they have a winning mentality… but don’t?
I’ll examine everything from recruitment strategy to loan systems… from culture-building to tactical identity… from Maddison’s growing leadership to the ghost of Postecoglou’s Europa League win.
And I’ll compare it all to clubs like Manchester United — now in disarray — to see what Spurs can learn by watching others implode.
What To Expect
Each article will deep-dive into one topic. This isn’t filler. It’s forensic.
Every claim will be backed with logic, context, or comparison.
Every solution will be practical — not utopian.
And everything will be seen through the lens of a winning mentality — what it is, who has it, and how you build it from top to bottom.
This is Tottenham Hotspur’s most important conversation.
I hope it sparks the debate the club needs.
The Trophy Series Articles:
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What Needs to Change at Tottenham to Win Trophies Regularly? (You’re reading it)
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Daniel Levy Talks a Big Game — But Is He Playing to Win?
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Why Spurs Keep Falling Short: Recruitment, Depth, and the Wrong Profiles
>Extra Article: Trying Hard Isn’t a Winning Mentality — And That’s Why Spurs Fans Don’t See the Problem -
Can a Manager Without Silverware Create a Team That Wins It?
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The Youth Conundrum: Building for the Future or Sacrificing the Present?
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Tottenham Hotspur’s Culture of Nearly: Can That Be Unlearned?
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Money, Mentality, and the Myth of Spurs’ Poor Spending
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This Squad Needs a Milner or Silva — Not Just Another Talent
If Spurs want to win regularly, the excuses must stop.
So must the short-termism.
This series is for fans who want better.
Building the off-field infrastructure was essential, the material element of that has been done.
Next comes the hard part, the culture shift.
From serial nearly men to serial winners.
Ange Postecoglou showed the club the mentality it needs.
Time will tell if we learnt the lesson the Aussie taught us.
See you in the next article.
COYS