Conan O’Brien has been lampooning contemporary society ever since his Harvard days, if you’ll pardon the pun. The comedy giant is the longest-running host in late-night and shows no signs of slowing. And that’s by design.

While most of his peers cherry-pick material from the daily White House guffaws, O’Brien’s goal is to create a body of work that stands the test of time.

The Contenders Emmys 2018
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“My career has been a freak show,” said the laughing host at Deadline’s The Contenders Emmys event. “So many jokes these days are only relevant to what is going on that day. I want people to be able to look back in 25 years and laugh.”

For the Conan crew, that means boldly going where no comedian has gone before, like the streets of Cuba, rural classrooms of Haiti, and even the British countryside. The show’s goal is not to make fun of the people in these remote locales – O’Brien wants them to laugh in the face of America.

“I have a very self-deprecating sense of humor,” said O’Brien. “So I’m happy to have other people laugh at us.”

O’Brien said that when he first auditioned for his late night role,he was so relaxed as he thought he had no chance of getting the show.

“I had to interview Mimi Rogers and James Alexander,” he said. “I haven’t been that relaxed since.”

Conan airs at 11 PM weeknights on TBS.