It has been nearly twenty-five years since José Mourinho first took charge of Benfica, a tenure that lasted only eleven matches yet left behind the scent of unfinished destiny. Now, as negotiations unfold between Rui Costa’s presidency and Portugal’s most storied club, Mourinho stands on the threshold of returning home. The story is not merely about a coach accepting another job. It is about history, reputation, politics, and the perilous pull of nostalgia.
A Circle Unfinished
When Mourinho walked away from Benfica in December 2000, he was still a rising figure with audacious self-belief but little silverware to show for it. Within four years, he would be hoisting the Champions League trophy with Porto and christening himself the "Special One" in England. What Benfica lost in that moment of discord with Manuel Vilarinho, Europe gained. For the club’s faithful, the question has always lingered: what if he had stayed?
Now, at 62, Mourinho returns not as the fiery young innovator but as a veteran laden with trophies, scars, and the unmistakable aura of a man who has commanded the dugouts of Chelsea, Inter, Real Madrid, Manchester United, and more. His legacy is glittering, but his trajectory is no longer upward—it is cyclical. Benfica is less a new adventure and more the closing of a loop.
Rui Costa’s Gamble
For Rui Costa, Benfica’s president, the timing of this appointment is as dangerous as it is dramatic. With presidential elections looming on October 25, critics have accused him of making a Hail Mary pass—hoping Mourinho’s aura will secure both victories on the pitch and votes off it.
Costa insists this is a “sporting decision,” but politics clings to football in Portugal like ivy to stone. If Mourinho fails to steady the Eagles before the elections, a new president could inherit an expensive manager he did not appoint, and the coach’s second coming may be as brief as his first.
Mourinho’s Shadow
The appeal of Mourinho remains undeniable. Even his critics acknowledge the thrill of his presence—the theatre of his press conferences, the drama of his touchline battles, the narrative weight he brings to every match. Portugal reveres him for Porto’s European triumphs and admires him for the audacity of his global career.
Yet, there is a shadow. Mourinho has not won a league title since 2015. His last European triumph, the Conference League with Roma in 2022, feels modest compared to the heights of old. His style has grown increasingly combative, his football more pragmatic than pioneering. “Peak Mourinho is long gone,” as journalist Diogo Pombo notes, and Benfica risks inheriting both his brilliance and his baggage.
Nostalgia Versus Reality
Outside the Estadio da Luz, the atmosphere hums with excitement. Journalists call his return “inevitable.” Fans, starved of iconic figures in the Portuguese game, dream of glory. There is romance in the notion of Mourinho returning to the club that let him slip away, as if football itself is offering him—and Benfica—a chance at redemption.
But romance is a dangerous currency in football. Nostalgia cannot defend against Real Madrid’s pressing nor guarantee points at Newcastle. If Benfica falter in the Champions League, if Mourinho cannot deliver immediate domestic dominance, the “union finally fulfilled” may quickly sour into the déjà vu of disillusionment.
The Verdict
Mourinho’s return to Benfica is not just a managerial appointment. It is a gamble woven with memory, politics, and ambition. For Rui Costa, it is a risk that could define his presidency. For Mourinho, it is an opportunity to reclaim his homeland’s stage and prove he still has the power to command a dressing room and a league.
But beneath the noise and nostalgia lies the truth: this is no longer the young Mourinho defying doubters with Porto, nor the swaggering conqueror of Chelsea and Inter. This is Mourinho the veteran, stepping back into the arena of his first failure, carrying the weight of history on his shoulders.
If he succeeds, Benfica will not just have a coach—they will have rewritten a myth. If he fails, it will not simply be another sacking. It will be the final confirmation that time, even for the Special One, is undefeated.
Thank You
Faisal Caesar







