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Natalie Wynn (born October 21, 1988) is an American left-wing YouTuber, political commentator, and cultural critic. She is best known for her YouTube channel, ContraPoints, where she creates video essays exploring a wide range of topics such as politics, gender, ethics, race, and philosophy.
Her videos often provide counterargument to right-wing extremists and classical liberals and talk about modern social issues such as class inequality, LGBTQ rights (particularly transgender rights), cancel culture, and modern internet culture. Her videos have received widespread media coverage for their intricately designed sets and costumes and for their darkly humorous tone, which has led The Verge to call her "the Oscar Wilde of YouTube". In recognition of her videos, Wynn won a Streamy Award for "Commentary" in 2020, and was nominated in the same category at the 2021 Streamy Awards. In 2022, she became an honoree of a Peabody Award.