In this case study, the authors examine whether student construction of digital documentaries on curriculum-based topics may offer potential to both support students’ acquisition of content knowledge and their engagement in authentic intellectual work. To explore this potential, the authors document two teachers’ efforts to engage their students in a 5-day digital documentary project to challenge their students to more fully understand Irish immigration in the early 19th century. In the end, the authors were encouraged that digital documentaries provided opportunities for students to engage in authentic intellectual work in the context of this standards-based curriculum.