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Conan O'Brien's hosting of the 98th Academy Awards delivered several unexpected and memorable moments. Needless to say, among the evening's other highlights, he gave viewers plenty to talk about. The comedian, renowned for his quick wit and improvisational humor, came prepared with a jab at the significant events around the world, serving up a mix of jokes, satire, and playful commentary for an entertaining evening. However, the biggest laugh of the evening did not come from a scripted segment, but a subtle moment when Conan O'Brien was caught unaware on-air.
Conan O'Brien came prepared with his humor to tackle the night, his best wit on display. But he still managed to get caught off guard. It happened during the live broadcast, when cameras cut back from a commercial break to the stage, and Conan O'Brien was seen mid-conversation with someone off-camera. Initially, the host had no clue that the broadcast had already resumed, catching him off guard for a while.

Millions of viewers across the globe watched Conan speaking casually to someone. But, as soon as he realised the fumble, he did not disappoint before gaining his composure within minutes. Nonetheless, the viewers shared the clips of the unexpected exchange on social media. The Sunday Guardian reported that Conan was flustered for a while before he leaned into his trademark self-deprecating humor, turning the brief slip into a comedic moment.

He made a light joke about the mishap. Yet fans were impressed by how he handled the situation with his natural comedic instincts. For those who are familiar with Conan, he is admired for his ability to laugh at himself. The ability saved him from an awkward broadcast error by turning it into a memorable highlight.

Apart from the viral moment, Conan O'Brien delivered several comedic moments throughout the ceremony, entertaining the audience. One unexpected moment was him appearing in full costume as "Aunt Gladys". It was a parody character inspired by a role from the film, Weapons, with a humorous nod to nominee Amy Madigan. Additionally, Conan joked about the possibility of AI hosts overtaking the hosting at award shows in the near future.
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Conan reminded everyone that he might be the "last human host" before a self-driving Waymo vehicle in a tuxedo takes over the job next year. A major highlight was the host poking fun at Best Actor nominee Timothée Chalamet, referring to the actor's recent controversial remarks about ballet and opera. He joked that the security arrangements at the Oscars were extremely tight due to possible backlash from "both the opera and ballet communities."

Conan O'Brien's smooth handling of an unexpected moment was not surprising given his long career in television comedy. He is a Harvard University graduate and first rose to fame as a writer for Saturday Night Live. Later, he moved on to write for the iconic animated series, The Simpsons, penning multiple episodes. Soon, Conan became a household name through his stint on late-night talk shows, including Late Night with Conan O'Brien. Recently, the host has been working on his popular podcast, Conan O'Brien Needs a Friend, and the travel series, Conan O'Brien Must Go. However, his performance at the 2026 Oscars once again proved why he is one of the most respected hosts and comedians today.
What do you think about Conon O'Brien's hosting of Oscars 2026?
Next Read: Oscars 2026: Robert Downey Gifts Chris Evans Channing Tatum's 'Thong', Fans Call It A 'Strange Bit'
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