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Sean Penn Wins His Third Oscar, Tying the Record for Most Academy Awards Won by a Male

Sean Penn ties the all-time male acting Oscar record with three wins but was absent from the ceremony, reportedly traveling to Ukraine amid ongoing conflict, sources said.

  • On Sunday, Sean Penn won the Academy Award for best supporting actor for One Battle After Another, announced by presenter Kieran Culkin onstage. The win marks his third Oscar, reported as the headline result of the night.
  • After a long awards season, Penn emerged as a front-runner after victories at the BAFTA Awards and the Actor Awards, whose voters overlap heavily with the Academy.
  • On stage, Culkin joked 'Sean Penn couldn’t be here this evening—or didn’t want to,' after accepting the award for Penn, who was not in attendance.
  • With the statuette, Sean Penn joins a rare club of three-time winners, and One Battle After Another, with 13 nominations, gains reinforced awards-season stature from the win.
  • The New York Times reported Penn was traveling to Europe en route to Ukraine, explaining his absence while highlighting his 2022 Oscar gift to President Volodymyr Zelensky.
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Mystery over Oscar-winner Sean Penn's absence revealed

Sean Penn skipped the glitz and glamour of Hollywood's night of nights and the chance to collect his third Academy Award, choosing instead to visit a war zone.

·City of Perth, Australia
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Sean Penn did not attend the Academy Awards ceremony, despite winning Best Supporting Actor for "One Battle After Another," in order to travel to Ukraine to meet with President Volodymyr Zelensky.

Right

For his role in "One Battle After Another", Sean Penn (65) received the Oscar as the best supporting actor at the 98th Academy Awards. However, he himself was not there to receive his prize. The reason for this is obvious – Penn is considered to be a great supporter of Ukraine. The Hollywood star had therefore missed the Oscar award for a trip to Ukraine. A senior representative of the Ukrainian government said on Monday to the news agency AFP i…

·Vienna, Austria
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Town & Country broke the news in on Sunday, March 15, 2026.
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