This presentation is based on our university's experiences creating two collections of digital items for classroom use. Each of these collections has entailed collaborating with a partner outside the university community, as well as faculty within the university, and each has presented a different set of opportunities and challenges. The first example is a collection of videos digitized from VHS tapes, composed of interviews with survivors of the 1939-1945 Holocaust. These are being used as source materials for students, who create themed A/V essays from edited portions of the). The second example is a set of sacramental mission records spanning the 17th to the 19th centuries. This population recorded included indigenous peoples, Spanish residents, and Anglo immigrants. They are being used as source material for students doing historical research on population trends in the area. Best practice/implementation issues include intellectual property , security , digitizing, and metadata.