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Jeong s first taste of comedy began with a mock-male beauty competition in high school called the Mr. Buccaneer Pageant. That was where I discovered my own comedy bug, Jeong told NPR s
Ask Me Another host, Ophira Eisenberg. I was posing like Arnold Schwarzenegger and just doing all these things and I got a standing O. And I ended up singing a Lionel Richie song, The Commodores Three Times a Lady on piano, and that got another standing O.
After college, Jeong moved to Los Angeles and practiced medicine for several years as a physician of internal medicine. At the same time, he performed regularly at The Improv and Laugh Factory comedy clubs.