15 Insights From the Ever-Hilarious Conan O’Brien

Conan O’Brien has been a renowned figure in the comedy world since he first graced television screens as a late-night talk show host in 1993. Born in Brookline, Massachusetts, he graduated as valedictorian from his high school in 1981 and went on to study at Harvard University. It was there that his comedy writing career began to take off, as he served as president of the school’s Harvard Lampoon humor magazine. After graduating, O’Brien went on to write for Saturday Night Live and later The Simpsons, where he wrote fan-favorite episodes such as “Marge vs. the Monorail” and “Homer Goes to College.”
In 1993, O’Brien was hand-selected by SNL creator Lorne Michaels as David Letterman’s replacement to be host of NBC’s Late Night. Alongside his sidekick, Andy Richter, he went on to establish a patented brand of zany humor that earned him a cult following. O’Brien hosted Late Night until he took over The Tonight Show from Jay Leno in 2009, though due to struggling ratings, NBC controversially stripped O’Brien of the role mere months later and gave the show back to Leno.
In the wake of the Tonight Show debacle, O’Brien proved his perseverance and thoughtfulness were on par with his natural humor. He began anew at TBS with a talk show called Conan, which earned praise for segments like “Conan Without Borders,” in which the host traveled to countries such as Armenia and Cuba to explore their culture. Though he ended Conan in 2021, O’Brien now hosts an award-winning podcast called Conan O’Brien Needs a Friend, welcoming such prominent guests as Barack Obama, Bruce Springsteen, and Hillary Clinton.
Whether as a writer, host, or podcaster, O’Brien has always excelled at transforming the silliest of concepts into a beautifully executed joke. In having dealt with his own professional struggles, he has also been a source of insightful advice. The 15 quotes below are perfect examples of this comedy stalwart’s intertwining views on humor and life.