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As educational technology becomes increasingly integrated in K-12 classrooms, it is critical to understand how student engagement with technology unfolds over time and how this engagement relates to academic growth. Drawing on longitudinal data, this study examined three research questions: 1) What distinct engagement trajectories emerge from students’ use of technology over the course of the school year? 2) How are these engagement trajectories related to students’ math growth? and 3) When during the school year do differences in math achievement become most pronounced? The findings provide valuable insights into which engagement patterns are most conducive to learning, when students are most at risk of disengagement, and how to better plan for support and intervention.