In this article, the authors trace teachers' experiences while participating in an educational technology development and research project focused on the creation and use of an online writing and peer review environment. They follow teachers from their initial expectations of the program, to their response to professional development training sessions, planning sessions, student account setup, and to their initial attempts at utilizing the digital learning environment in the classroom. In so doing, the authors suggest that the path toward and away from successful classroom implementation of emerging learning technologies is a multiple, shifting, and interrelational one, influenced by constellations of factors including affect, administrator support, student buy-in, research and development team knowledge and availability, district priorities, and the amount of upheaval in the personal lives of teachers.