Using a qualitative analysis of school artifacts, this article analyzes the documentary record of one Christian school system's experience with technological change. It focuses on documentary evidence for how the concept of Christian discernment was deployed to situate new technologies within a Christian discourse. The idea of discernment shifted in emphasis as new technologies were implemented. The theologically rooted concept of discernment both shaped and was shaped by the ongoing effort to manage technological change. Examining this evolution offers an empirical contribution to discussions of how Christian schools can sustain an integrity of fit between faith and practice.