The relative ease of digitally documenting and sharing classroom life creates new challenges for teachers faced with critical decisions about what digital representations to share with families/caregivers and for what purposes. The authors explored one kindergarten teacher's yearlong approach to using Seesaw, a digital portfolio app, to make the process of early literacy learning in the classroom more visible to families/caregivers. Ultimately, this teacher's approach to digital documentation aimed to move the conversation between school and home from what is being learned to how learning happens, offering rich invitations for families/caregivers to engage in the literacy learning process alongside their children.