While creativity and innovative thinking are highly valued in society overall, the inclusion of a creativity mindset as part of the pedagogical process has remained, for the most part, elusive. In this article, we discuss the importance of viewing productive failure as a critical component to fostering a creativity mindset in the classroom through an social constructivist approach. While creativity is generally considered an important aspect of learning and productivity, teachers often forgo opportunities to incorporate creative risk-taking and productive failure because of a lack of psychological safety within the social system of education, or due to teacher-centered pedagogical beliefs. We propose the idea that creative pathmaking requires an iterative approach, situated within a social constructivist context, that is supported through the use of mobile technology and structured to reward risk and productive failure.