Recently Shepard headed out to New York City to take part in the Jonathan Levine Gallery sponsored event 10 Years of Wooster Collective: 2003-2013, a group exhibition featuring over 50 local and international street artists. The temporary space located in the Chelsea district was curated by Marc and Sara Schiller, and featured works highlighting the ephemeral art scene ever-present in the five boroughs of New York. For the fully packed exhibition, Shepard prepared three classic 3-face series works in a variety of colors, featuring more than five layers of abstract texturing on each piece. Throughout the night, numerous legendary street artists were seen walking around signing autographs and taking photos with admiring fans and fellow artists alike. Additionally, Shepard painted a peace and justice themed mural in Dumbo (District Under the Manhattan Bridge Overpass).

Wooster Collective was founded in 2001 with a genuine desire to share images of the city being transformed by street art with the rest of the world. In the curators' words, "While street artists express themselves in a myriad of ways, they are often joined by a set of common principles: reclaiming public space, beautifying the environment and fighting for the freedom of speech. Street art has become the catalyst for people of all cultural and economic backgrounds to challenge the system and express themselves without any filter." The website woostercollective.com followed in 2003, and has seen a rise in popularity by organizing such monumental events such as 11 Spring Street, an art exhibition in an abandoned building with The New York Times named as one of the top art exhibits of the year.

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