Digital mediation strategies are key soft skills to develop amongst students as they prepare to interact in increasingly collaborative settings, socially and professionally. Defined as a set of communication strategies deployed to reach mutual agreement over a dispute, mediation enables students' cooperation in task-based language teaching settings. However, there is an absence of research investigating learning practices in digital social spaces that allow students to develop mediation strategies while using foreign languages to achieve group task goals. In this article, we will outline and compare the results of two case studies exploring the interaction potential of digital educational activities: Digital Storytelling and Digital Social Reading. The analysis of students' multimodal conversations during the activities shows that while there are intrinsic interactional affordances related to the technologies (StoryMaps, izi.Travel, ThingLink, Immerse and Glose for Education) used in educational contexts, fostering students' mediation strategies has only been feasible through a sound instructional methodology. Starting from the data analysis, pedagogical implications are drawn to help language teachers implement virtual technologies to boost students' digital mediation strategies to act successfully in their professional and social lives. Considerations include pre-activity tech and strategy training and the integration of asynchronous and synchronous moments of reflection. Further discussion pertains to creating a community of practice collaborating to understand tool usability for attaining activity goals.