Neistat’s first YouTube video, in 2010, was informing audiences on when and when not to pull the emergency brake cord on the New York City subway, criticizing the MTA for not making it clear when the cord should be pulled. Since 2010, Neistat has put out more than 80 informative YouTube videos, including one about Chatroulette and another offering stickers of two-dollar bills to his fans.

He began to post daily vlogs in 2015, and by January 19th, 2016, he had 300 vlogs up. A video of him snowboarding through the streets of New York City during a snowstorm in 2016 racked up 6.5 million YouTube hits in 24 hours. By July 2018, he had released 936 vlogs on YouTube. His following has grown exponentially each year, going from 1 million subscribers in August 2015 to 11.9 million as of February 2020.