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One crown after another. (Photo credit: Rolex)

Rolex Prepares for a Big Night at the Oscars With DiCaprio in the Spotlight

March 13, 2026

When Rolex decorated the Greenroom at the Oscars for the first time, it was the year Leonardo DiCaprio won his first and only Best Actor Oscar. At the time, the Greenroom, the large lounge where presenters, nominees and winners relax during the show, was styled like a Hollywood Hills home.

Now the story may come full circle, as DiCaprio, the first actor to become a Rolex Testimonee, is a leading contender for Best Actor when the Academy Awards air Sunday. The Oscars remain the most-watched primetime entertainment broadcast in the U.S. and is one of Rolex’s biggest nights of the year, with CEO Jean-Frédéric Dufour likely in attendance.

Rolex updated DiCaprio’s page on its official website today with images from his latest film, One Battle After Another, and released a one-minute clip about the actor that ends with a shot of the Land-Dweller 40, a watch he has often been seen wearing since its debut last year.

Rolex said a Daytona in yellow gold with a green dial will be displayed in the Greenroom on Sunday, as it “perfectly echoes the elegant space designed by the brand to welcome the world’s leading actors and filmmakers,” the company said.

When Rolex first met in 2017 with Bill Kramer, chief executive of the Academy of Motion Picture Arts and Sciences, the discussion went beyond the Oscars. The goal, Rolex said, was also to inspire the next generation of filmmakers, the next Scorsese or DiCaprio. If DiCaprio wins Sunday, Rolex will once again be tied to the kind of moment an aspirational brand lives for, with one of Hollywood’s biggest stars reaching for the crown.

The new greenroom. (Photo credit: Rolex)

Tags: Leonardo DiCaprio
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