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
Conan O’Brien is not a cynic — at least not when it comes to the Oscars, which he is hosting for the first time on Sunday. The Emmy-winning comedian, podcaster, traveler and movie buff is genuinely excited — “I get to do this!” he enthused — but also thoroughly worried.
“It’s the thing I wake up and think about at night: What’s the best way to tackle this? How? In a way that makes me creatively happy?” he said.
Since he accepted the job late last year, O’Brien, 61, has had an emotionally taxing few months. In December, his parents, who were in their 90s, died three days apart, in his childhood home in Massachusetts. Not long after the double funeral, just as he was settling back in Los Angeles to work on the Oscars, the fires started there, and his home was evacuated. When his wife called to ask what to save, his only thought was of a 1980 letter from the author and essayist E.B. White. O’Brien had written to him, as a teenage fan, “and he wrote me back a really sweet letter,” O’Brien said. “So I said, just grab that. And if the rest goes, it goes.”
He is still living in a hotel, where he has hung the letter on a wall, he said in a video interview from his office on Monday. The conversation was discursive — pensive and funny. Though he hosted the Emmys twice (most recently in 2006), he has never attended the Oscars. “This was the only way I could get invited,” he joked.
His preparation has included bringing in 10 of his own writers to work with Oscar-night stalwarts, running jokes by the crew, and dropping in at clubs in Los Angeles to try out material. “I started seriously writing comedy around the time I was 18,” he said, “and it’s what I think about all the time.” Yet even for him, there is no formula. “It’s frustrating, but it’s not math. You can’t prove it. The only way to find out is to try it on people.”
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