Service-learning courses have typically encouraged students to write for or about communities. Such courses rarely involve students writing with the communities they serve, despite the growing number of opportunities for collaboration afforded by digital media. Scholarship on collaborative writing with communities in service-learning courses is scarce; research on collaboration using digital, multimodal texts is more so. Arguing that digital technologies have the potential to make service-learning more reciprocal and effective for all participants, this article 1) suggests that digital spaces are an underutilized technology in community-university partnerships; 2) discusses common barriers to using digital mediums collaboratively; and 3) recommends a set of best practices for introducing collaborative digital writing into service-learning courses.