Conan O’Brien says he understands why Donald Trump’s second presidency has been “very challenging” for comedians — but he believes comics still need to do what they do best: be funny.
Speaking during a recent appearance at Oxford University (shared on YouTube on Tuesday, Jan. 6), O’Brien, 62, offered blunt advice about what happens when a comedian’s act becomes pure rage instead of comedy.
He said some performers fall into a pattern of repeating profanity-laced anti-Trump lines as the entire joke. But, in O’Brien’s view, that kind of approach can backfire.
“When you’re so angry, you’ve been lulled into just saying ‘F Trump, F Trump, F Trump,’” he explained. “I think now you’ve put down your best weapon, which is being funny. And you’ve exchanged it for anger.”
O’Brien acknowledged the argument he often hears in response: that the moment is too serious to prioritize humor. But he disagrees — especially when it comes to comedians.
“If you’re a comedian, you always need to be funny,” he said. “You just have to find a way… to channel that anger… because good art will always be a great weapon. It will always be a perfect weapon against power.”
In other words, he argued, simply yelling doesn’t land the same punch as a well-crafted joke. “If you’re just screaming and you’re just angry,” he said, “you’ve lost your best tool in the toolbox.”
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During the conversation, O’Brien also pushed back on an assumption he said he hears often: that Trump’s presidency must be a goldmine for comedy. In reality, he argued, it’s more complicated.
He compared the challenge to his days at The Harvard Lampoon, where student writers produced parodies of magazines — except one. The National Enquirer, he said, was too outrageous to spoof because it already sounded like satire.
O’Brien suggested Trump can create a similar problem for comedians: the “joke” can end up sounding like the real headline.
He illustrated it with an example of a sketch premise where Trump “kind of [talks] crazy,” tears down part of the White House, and builds something flashy — and then undercut it with the punchline that reality now moves faster than parody. “Yeah, no,” he joked. “That happened yesterday.”
For comedy to work, O’Brien said, it needs a stable baseline — something “straight” to bounce off. But right now, he argued, the baseline itself keeps shifting.
“So comedy needs a straight line to go off of,” he said. “And we don’t have a straight line right now. We have a very bendy, rubbery line. We have a slinky.”
Elsewhere in the talk, O’Brien reflected on how he approached politics during his years in late-night TV, saying he often leaned into a “cartoony” style and mocked politicians on “either side.” That approach, he said, worked well — but he warned that it’s easy for comics to lose their footing when they’re focused on delivering a message rather than landing a joke.
“It’s tricky,” he said, especially when someone is “really trying to make a point.”