Using case–based learning when teaching enterprise modeling could provide the realism needed for students to understand the complexity of a real modeling situation. This realism could be enhanced further by having case material presented in the form similar to what is found in modeling practice, such as recorded interviews and internal and external documents. However, creating this kind of material may be costly, thus there is an interest in reusing case material in several courses. In this paper, the issue of reusing case material is examined from two angles. Firstly, a feasibility study has been completed based on an example where existing multi-media material created for one course, potentially, could be reused in other courses. In the feasibility study interviews with teachers has been carried out, resulting in a set of identified opportunities and challenges for reusing case material. Secondly, these challenges and opportunities were compared and discussed in the light of actual experience where case material has been reused in three different courses.