This article considers the impact of the "transfer problem" from a personal perspective. Drawing on experiences in teacher educator as preservice teacher, a practicing educator and later a preservice educator the author examines how she has seen and experienced the transfer problem and the potential for teacher education to enact a separation between theory and practice. The convergence of technology and assessment is presented to argue a case for a pedagogical approach used by the author referred to as "teaching through assessment". The approach is theorised drawing on concepts from cultural-historical theory including, leading activity, learning activity and reflection to describe the potential for technology to appropriate a range of forms and functions that make it suitable for reconsidering how the transfer problem might be approached in teacher education classrooms. (Contains 2 figures, 1 table, and 1 note.)