In 2006 See hosted Disney 365, an entertainment news program on the Disney Channel, which ran until 2009. See started his ChesterSeeYouTube channel in 2007 after having some success writing lyrics for Warner/Chappell. The channel primarily consists of comedy sketches, short films and cover songs. He is part of the Maker Studiosmulti-channel network. In 2011, See, alongside YouTubers Nigahiga and Kevin Wu uploaded a music video titled Nice Guys. In 2012, See, alongside YouTubers Nigahiga and Kevin Wu, also film directorJustin Lin, started the YOMYOMF YouTube channel. The channel released an internet-only reality TVtalent show called Internet Icon later that year; See hosted the first season. Later in the year, See was a contestant on season 2 of D-trix's Dance Showdown. In 2013 See was the executive producer for online-only NBC and AwesomenessTV produced musical comedy series Side Effects; he also starred as Keith in eight episodes over two seasons. The following year See was cast as Jeff Sanford in the comedy filmCamp Takota, in a supporting role alongside Grace Helbig, Mamrie Hart and Hannah Hart. See starred as Stacee Jaxx in a Broadway production of Rock of Ages from October 27, 2014 through January 4, 2015. See will appear in the 2015 Relativity Digital and FilmOnfeature film, . In 2018, he made a guest appearance on the tenth season of RuPaul's Drag Race, where he was given a drag makeover by contestant Miz Cracker. He and Cracker won the challenge and was given a Klein, Epstein, and Parker $2,000 gift card as a prize. , See has produced over 400 YouTube videos and has over 1.9 million subscribers to his YouTube channel ChesterSee and over 275 million video views. As of August 2014, he has sold over 500,000 songs on iTunes. See is influential through social media, with over 200,000 followers on both Twitter and Instagram as of 2020.
Awards and nominations
See was nominated for two Streamy awards in 2013 at the 3rd Streamy Awards, under the "Best Online Musician" and "Audience Choice Finalists for Personality of the Year" categories. He received a further four nominations in 2014, winning the "Original Song" category for his song "Whistle While I Work It" in collaboration with Toby Turner and Wayne Brady. He was also nominated in the "Best Collaboration", "Best Cover Song" and "Best Musical Artist" categories. In 2014, See's YouTube Channel was listed on New Media RockstarsTop 100 Channels, ranked at #44.