Three years ago, when Chaminade High School began its move towards 1:1, the specious prescription was to to incorporate iPad technology into our traditional teaching framework without altering much of the daily pedagogy. However, in those three years, our administration, faculty, and students have realized that while a 1:1 program delivers some challenges, it also allows for previously-unimagined educational opportunities that fundamentally modify educational practice. Our presentation will focus on the implementation of the iPad program from three perspectives: the administrator in charge of academics, the administrator in charge of technology integration, and a classroom teacher. These three visions span a range of address from school philosophy to technology infrastructure to daily teaching practice. Collectively they display the scope of bringing this transformative technology into the hands of 1700 students and 100 teachers while still maintaining the institution’s culture and identity.