This article argues that in the teaching of writing online, incidents of linguistic discrimination can be (in)directly caused by faculty unfamiliarity with online teaching best practices, lack of critical linguistic awareness, and the prevalent legacy of racist and monolingual ideologies. To address this issue, it is necessary to cultivate empathy as a bridge between instructors and students. This article calls for the interconnectedness of empathy and linguistic justice in online writing courses as tools to create more equitable and inclusive environments for all students. The article uses data from a longitudinal, cross-institutional study to apply an empathetic, linguistically just approach to OWI to examine assumptions around technology instructions and use. The authors stress the importance of understanding student perspectives and experiences and outline strategies that humanize students in online writing courses. Implications for teaching include a need for increased reflexivity and pedagogical clarity.