If education is a practice of freedom, where does assessment fit in? With increasing focus on the assessability of information literacy learning, it can be challenging to enact or encourage pedagogies that feel risky or resistant. This presentation will bring two perspectives on this topic to bear in a dialogue that attempts to set aside skepticism in favor of the possibility that engaged pedagogy and assessment can work together to encourage the development of students’ and teachers’ critical and creative consciousness. The speakers will consider practical options for connecting our concerns about assessing information literacy learning/programs and engaged pedagogy.