Leonardo DiCaprio reflects on career regrets and turning 50 in candid interview

Leonardo DiCaprio has revealed one of his biggest career regrets: turning down the lead role in Paul Thomas Anderson’s Boogie Nights.

Speaking in a joint interview with Anderson, DiCaprio admitted the decision has lingered with him for years, calling the film “one of the greats.”

As he approaches his 50th birthday, the actor reflected on how aging has shifted his perspective. “Physically I’m about to be 50, but I feel about 32,” he said, adding that he values honesty and groundedness more than ever.

The conversation also touched on working in Hollywood before smartphones became ubiquitous. Both DiCaprio and Anderson noted how technology has changed the pace and nature of filmmaking, from set dynamics to fan interactions. Anderson fondly recalled the slower, more focused environment of earlier productions.

DiCaprio also spoke about avoiding back-to-back projects, explaining that time away from set helps him maintain clarity and passion for acting. “It’s important to have perspective,” he said, stressing the need to recharge between roles.

The pair also paid tribute to Adam Somner, their late first assistant director, who played a vital role in One Battle After Another.

When asked about the film’s underlying message, DiCaprio quoted Nina Simone: “Freedom is no fear.” For him, this sentiment extends beyond acting, touching on personal growth and resilience in an industry where public scrutiny is constant.

The candid exchange offered a rare glimpse into DiCaprio’s reflections on past choices, aging, and the evolving nature of Hollywood, providing fans with both nostalgia and insight.