Ange Postecoglou’s reply when asked if he REGRETS saying he always win trophies in his second season has gone viral and keeps Tottenham fans in confusion

Ange Postecoglou’s reply when asked if he REGRETS saying he always win trophies in his second season has gone viral and keeps Tottenham fans in confusion.

BILBAO, SPAIN – As Tottenham gear up for one of the most significant matches in their modern history—a Europa League final against Manchester United—manager Ange Postecoglou has once again stolen headlines. But this time, it’s not for tactics, squad selection, or pre-match mind games. It’s for a single, cryptic sentence that has thrown Spurs fans into a whirl of confusion.

During a pre-final media session held in Bilbao—the city that will host Wednesday night’s final—Postecoglou was reminded of a statement he made early in his Spurs tenure: that he “always wins trophies in his second season.” The comment, made with confidence and rooted in his previous successes in Australia, Japan, and Scotland, had long been a source of optimism for Tottenham fans desperate to see their club lift a major trophy for the first time since 2008.

But when asked whether he still stood by that remark, Postecoglou didn’t double down or shy away. Instead, he offered a brief but puzzling response:

“I think my mistake was answering a question accurately.”

Delivered in his signature deadpan style, the line immediately went viral—clipped, quoted, and dissected across social media platforms. Within minutes, Spurs fan pages and football pundits alike were speculating on what exactly the Australian manager meant. Was it sarcasm? A subtle dig at media culture? Or a moment of quiet self-awareness about the dangers of raised expectations?

Confusion Among Fans

The reaction from Tottenham fans has been as mixed as it is intense. Some took it as a sign that Postecoglou is feeling the pressure ahead of the final. Others believe it’s simply his dry humor, intended to take the edge off a serious question.

“I’m not sure whether to laugh or worry,” one fan posted on X. “Did he just give up or is he trolling us all?”

Another wrote, “This man might be a genius. Saying nothing and everything at once. Classic Ange.”

Context and Stakes

It’s not difficult to understand why Postecoglou’s comment has stirred such debate. Tottenham’s long trophy drought has weighed heavily on every manager who has come and gone over the past 15 years. Postecoglou, who arrived with a reputation for building winning teams quickly, raised hopes further with an early run of results and that now-infamous “second season” claim.

And now, with just one game standing between Spurs and silverware, every word from the manager carries extra weight. The setting only adds to the drama—Bilbao’s iconic San Mamés stadium, the atmosphere of a European final, and the chance to topple a struggling but still dangerous Manchester United side.

A Defining Night Awaits

Whatever Postecoglou truly meant by his comment, one thing is clear: he has the opportunity to define his Tottenham legacy in 90 (or 120) minutes. Victory in the Europa League final would not only deliver a long-awaited trophy, but also reaffirm belief in his vision and leadership.

As fans flock to Bilbao and others prepare to watch from around the world, that one quote continues to echo through Spurs’ community.

Was it regret? Irony? Or simply Ange being Ange?

Only the result in Bilbao will tell.