Teaching mathematics for understanding requires listening to each student’s mathematical thinking, best elicited in a one-on-one interview. Interviews are difficult to enact in a teacher’s busy schedule, however. In this study, the authors utilize smartphone technology to help mathematics teachers interview a student in a virtual one-on-one setting. Free from physical constraints and preconceived biases, teachers can concentrate on building questioning, listening, and responding skills when noticing student mathematical thinking. Teachers engaged in four communication types when working with students through this technology: clarification, verification, and either extension or redirection.