During the spring of 2014, five undergraduate teaching mentors from the University of Pittsburgh implemented a program called The Encounters Project: Art in the City at a Pittsburgh Public Schools District high school. The project aimed to enfranchise a group of high school students from the Pittsburgh Science and Technology Academy through the study of public art. As observers and agents in their community, the high school students were able to create and display original works of art at an exhibition in the University Art Gallery, and articulate their voices in our shared public space. This project was created through a partnership between the History of Art and Architecture Department and the Pittsburgh Assistance Center for Educators and Students (PACES), and was made possible through the generosity of the University Honors College’s Service Learning Course Development Grant Program. The Encounters program brought together different communities, providing a unique and cooperative experiential learning opportunity for high school students, undergraduates, and university faculty. The project was supervised by Prof. Gretchen Bender of the HAA department, and Emily Lilly, President of the Board of PACES.