Recent protests throughout the world have fueled debates about how social movement organizations use digital tools. In this article, we analyze the variety of digital activist practices (DAPs) enacted by Chilean student movement organizations over time (2011-2016). We define DAPs as proactive actions that seek to achieve political impacts in a particular context through the use of digital tools. Based on content analysis of Facebook posts and in-depth interviews with key informants, we show that movement actors have appropriated digital tools in diverse and asymmetric ways, and that asymmetries have remained constant over time. The article also shows that DAPs sponsored by organizations vary across three dimensions: online presence, goals, and the audiences to which they speak. This variation is explained by differing levels of financial and human resources, and, most importantly, by the choices actors make as they interpret political constraints and challenges in particular contexts. These choices are, in turn, informed by the political views of rotating sets of student leaders.