“Sean, thanks to you, we know what a true friend of Ukraine is. You have stood with Ukraine since the first day of the full-scale war. This is still true today. And we know that you will continue to stand with our country and our people,” said Ukrainian President Volodymyr Zelenskyy, praising actor Sean Penn for his unwavering support.

On March 16, 2026, Sean Penn chose to skip the 2026 Oscars, where he won his third Academy Award for Best Supporting Actor for his role as Colonel Lockjaw in the film One Battle After Another. Instead, he prioritized a meeting with Zelenskyy in Ukraine, further solidifying his commitment to the country amid ongoing conflict.

Kieran Culkin accepted the award on Penn’s behalf, stating, “Sean Penn couldn’t be here this evening — or didn’t want to, so I’ll be accepting the award on his behalf.” This absence was part of a series of missed appearances at award shows, including the BAFTAs and Actor Awards, where he also won.

Sean Penn has been a strong supporter of Ukraine since the onset of the full-scale war, a commitment that is reflected in his documentary Superpower, which chronicles his encounters with Zelenskyy. His activism extends beyond filmmaking, as he believes that his work in various fields stems from the same impulse.

In a previous statement, Penn remarked, “I don’t know that I differentiate between getting up in the morning and going to my workshop and building a piece of furniture from going to a movie set and acting or directing a movie, or anything I’ve done working in the NGO space or with the documentary ‘Superpower’.” This perspective underscores his holistic approach to his work and activism.

With his latest win, Penn ties with Daniel Day-Lewis for the most Academy Awards won by an actor, having previously won Best Actor Oscars for Mystic River in 2004 and Milk in 2009. His dedication to Ukraine remains a significant aspect of his public persona.

As the situation in Ukraine continues to evolve, Zelenskyy expressed gratitude for Penn’s friendship, stating, “You have to weigh risk-benefit on everything – the situation, not oneself.” This sentiment reflects the ongoing challenges faced by the country and its allies.

Details remain unconfirmed regarding Penn’s future plans, but his actions signal a strong commitment to supporting Ukraine in its time of need.

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In a significant turn of events, actor Sean Penn skipped the 2026 Oscars to meet with Ukrainian President Volodymyr Zelenskyy on March 16, 2026. This decision underscored Penn’s ongoing commitment to supporting Ukraine amid the ongoing conflict, which he has documented in his film Superpower.

Despite his absence from the prestigious awards ceremony, Penn achieved a remarkable milestone by winning his third Academy Award for Best Supporting Actor for his role as Colonel Lockjaw in the film One Battle After Another. This victory ties him with Daniel Day-Lewis for the most wins as an actor in Oscar history.

One Battle After Another had a successful night, winning a total of six Oscars, including the coveted Best Picture award. The film’s global box-office total reached an impressive $210 million, showcasing its popularity and critical acclaim. In contrast, the film Sinners also made headlines by winning four Oscars and grossing $370 million worldwide, further highlighting the competitive nature of this year’s awards.

The 2026 Oscars ceremony was described as exciting and enjoyable, a refreshing change from previous years. The event featured a record 16 nominations for Sinners, reflecting its strong impact on the industry. A notable moment during the ceremony was the tie announced for Best Live Action Short between Two People Exchanging Saliva and The Singers, a rare occurrence that added to the evening’s drama.

In addition to the awards, the ceremony addressed pressing issues within the industry, including concerns about artificial intelligence in the creative sector. Will Arnett, during his remarks, emphasized the importance of celebrating human creativity, stating, “Tonight we are celebrating people, not AI, because animation – it’s more than a prompt.” This sentiment resonated with many attendees, reflecting a growing awareness of the challenges posed by technology.

Moreover, the ceremony included subtle criticisms of former President Donald Trump’s policies, particularly regarding his visa ban affecting 39 countries. Conan O’Brien, while hosting, acknowledged the chaotic times, saying, “If I can be serious for just a moment, everyone watching right now around the world is all too aware that these are very chaotic, frightening times.” This commentary added a layer of social awareness to the glitz and glamour of the Oscars.

As the night unfolded, the achievements of filmmakers were celebrated, with Autumn Durald Arkapaw making history as the first woman to win Best Cinematography at the Oscars. Paul Thomas Anderson reflected on the nature of competition in filmmaking, stating, “I just want to say that, in 1975, the Oscar nominees for Best Picture were Dog Day Afternoon, One Flew Over the Cuckoo’s Nest, Jaws, Nashville and Barry Lyndon. There is no best among them. There is just what the mood might be that day.” This perspective highlighted the subjective nature of artistic recognition.

Overall, the 2026 Oscars not only celebrated cinematic achievements but also served as a platform for addressing significant social issues, marking a notable moment in the history of the Academy Awards.

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