ContraPoints

Natalie Wynn
Natalie Wynn
	Wynn in 2020
Born	October 21, 1988; Arlington, Virginia, U.S.
Education	Berklee College of Music; Georgetown University (BA); Northwestern University (MA);
Occupations	YouTuber; livestreamer;
YouTube information
Channels	ContraPoints; ContraPointsLive;
Years active	2008–present
Subscribers	1.91 million (main channel); 141 thousand (live channel);
Views	119.2 million (main channel); 6.9 million (live channel);
	Last updated: June 14, 2026
Website	www.contrapoints.com

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 topics such as politics, gender, ethics, race, and philosophy.

Her videos often provide counterarguments to right-wing extremists and classical liberals. They comment on modern social issues such as class inequality, transgender rights (as well as LGBTQ rights more broadly), cancel culture, and modern internet culture. Her videos make use of set design, costumes, and characters.

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.