The increased importance of developing statistical understanding in school education is recognised in curriculum documents across the world. The role of technology in enhancing the teaching of statistics is emphasised in these documents and the emergence of quality computer software and websites provides teachers with access to unprecedented resources for teaching statistics to young students. Assessment processes, however, have not kept pace with the advances in technology. This paper highlights some emerging and existing issues in the assessment of statistical understanding at the school level, and includes discussion of the implications for teachers and researchers.