Conan's Risky Letterman Bit & Oscar Hosting

0:00I'm Cory with the story, bringing you the latest in entertainment and pop culture. Conan O'Brien recently shared a wild story from early in his career on Jimmy Kimmel live. Back when he was just starting the tonight show, he appeared on David Letterman's late show and had a risky comedy bit in mind that could have. To railed everything. He called Letterman the biggest influence for their generation and saw the spot as a make or break moment. He pitched the idea to his writers as a deliberately awful gag to get laughs in the room. The plan was to sit down like it was a normal chat, have Letterman ask how the new show was going, and then Conan would freeze mid-answer for a nive. Awkwardly long time without breaking character. The audience would get confused and the whole thing would turn weird. His head writer, Robert Smigel, loved it and pushed him hard to actually do the bit. Conan worried they would bomb so badly, he'd be off air right away, maybe even carried out of the studio. He joked that years later, old comics my college genius, while he ended up broken in

1:00alley. Luckily, he scrapped the idea and kept things smooth. When Letterman retired in 2015, Conan wrote a glowing essay for Entertainment Weekly, handling him as a late night revolutionary on par. With big inventions. Now as he gears up to host the Academy Awards this Sunday, March 15, at 7pm Eastern on ABC, Conan is looking back fondly on those. Creative Days, this episode is brought to you by our sponsor, See the episode description. You know what is better than earbuds and bed? No earbuds at all. S-O-L-I-SOLY-PILLO.com