Green is well known for his involvement in the anti-folk music movement and as one half of the band the Moldy Peaches, alongside fellow singer-songwriter Kimya Dawson.

Green has found success as a solo artist, enjoying increasing popularity in the United States as well as a number of European countries, particularly Germany.

[2] Green attended Emerson College for one semester in 1998 before leaving to concentrate on his music, going on to co-found the Moldy Peaches with Kimya Dawson.

In January 2008, the Moldy Peaches began having a resurgence in popularity, due to their music being included in the hit indie film, Juno.

[9] In 2005, Green entered the professional art world with his exhibition of a series of drawings titled "Animal Dreams" at Loyal Gallery in Stockholm.

[10] Green's art exhibition "Teen Tech" was displayed at New York's Morrison Hotel Gallery for 10 days in April 2010 and consisting of twelve plaster sculptures, eighteen watercolor and acrylic large-scale (30" x 40") paintings, nineteen drawings, twenty collages and papier-mâché and mixed-material works.

[11] A portion of "Teen Tech's" proceeds went to benefit Artists for Peace and Justice, an effort to re-create and cultivate sustainability in Haiti.

[12] On June 9, 2012 Green's exhibition "Cartoon & Complaint" opened at Dustin Yellin's art center and gallery The Intercourse in Red Hook, Brooklyn.

[14] Green's Houseface paintings and sculptures were featured in a Stuart Weitzman shoe advertisement directed by James Franco entitled "Walking After Midnight".

[23] Others appearing in the film included BP Fallon, Alia Shawkat, Devendra Banhart, Pete Doherty, Dev Hynes, Jeffrey Lewis, Sky Ferreira, Cory Kennedy and Macaulay Culkin.