Bruce Willis’ Surprising 25-Year Tradition with Haley Joel Osment Revealed

The Sixth Sense captivated audiences when it hit theaters 25 years ago, solidifying itself as one of the most iconic films of 1999. Directed by M. Night Shyamalan, the psychological thriller not only introduced viewers to one of the most memorable twists in cinema history, but also showcased the remarkable on-screen partnership between Bruce Willis and a 10-year-old Haley Joel Osment. Decades later, Osment still reflects warmly on his time working alongside Willis—and the unique friendship that developed long after the cameras stopped rolling.

A Bond Beyond the Screen

At the height of his career in the 1990s, Bruce Willis was already a household name. Known for roles in blockbusters like Pulp Fiction and Armageddon, he brought depth and gravitas to his portrayal of Dr. Malcolm Crowe, a child psychologist grappling with his own personal struggles. Osment, in turn, delivered a stunning performance as Cole Sear, the young boy who famously declared, “I see dead people.” The chemistry between Willis and Osment became one of the film’s standout elements, grounding Shyamalan’s suspenseful tale with a genuine emotional core.

But the connection didn’t end when filming wrapped. In a recent interview with Entertainment Weekly marking the 25th anniversary of The Sixth Sense, Osment revealed that Willis kept in touch for years after the film’s release. “I heard from [Bruce] a lot after it came out in those subsequent years,” Osment said. “He’d leave voicemails at the house from time to time, just checking in. He would just call out of the blue.”

It wasn’t just about movie promotions or work-related updates. Willis reached out for no particular reason, simply to say hello. Osment recalled how Willis would occasionally call before their international press tours or even leave a message on the answering machine when Osment got home from school. “He’d be like, ‘Hey, Haley Joel. Just saying hi,’” Osment shared, illustrating how Willis went above and beyond to stay in touch.

A Legacy of Kindness

Though the two actors haven’t spoken recently—especially since the announcement of Willis’ health issues—Osment cherishes the memories of their interactions over the years. “I know his daughters a little bit,” he said, “but I have not spoken to him since the news of his health in recent years.”

Willis’ health challenges have cast a shadow over his legendary career. In 2022, his family revealed that he was retiring from acting due to aphasia, a condition that impacts communication abilities. The following year, the diagnosis evolved into frontotemporal dementia. Despite these difficulties, Willis’ family has shared that he remains in a stable place, with loved ones offering their continued support. Demi Moore, a close friend and former spouse, emphasized the importance of meeting Willis “where he’s at,” and appreciating him as he is today.

An Enduring Impact

Even though Willis’ acting career has come to a close, his body of work continues to resonate with audiences. The Sixth Sense remains a cornerstone of his filmography, hailed not only for its unforgettable plot twist, but also for the heartfelt performances at its center. The revelation that Willis took the time to nurture a bond with a young Osment only deepens the film’s legacy.

For Osment, those early check-ins and surprise phone calls were more than a gesture of friendship—they were a reminder of the compassion that Willis brought not just to his roles, but to his personal relationships. While the actor’s public appearances may now be limited, his contributions to film and his acts of kindness leave an enduring legacy, one that Osment and millions of fans will continue to treasure.