The Swedish School of Library and Information Science (SSLIS) has for some years been offering courses in cultural heritage (CH) digitization in cooperation with some major national digitizing agents. During that work, various problematic issues and challenges, to some degree perhaps familiar to several other digitization educators, have arisen. This article describes the aims and nature of the particular CH digitization education at SSLIS, accompanied with a brief overview of Nordic CH digitization education efforts. Ten particular challenges when launching and managing the course are highlighted. By identifying such challenges and discussing possible ways to tackle them, the authors hope to encourage discussions that can serve future education planning.