Reflections on the nature of ecclesial communication and evangelization in a digital age often focus on the opportunities and challenges that arise from technological advances. While these perspectives are important, we also must ask: how does our understanding of communication and evangelization arise out of a sense of what it means to be church? Borrowing from the method of Vatican II, in order to update aspects of our ecclesial communication so that we can evangelize in a digital environment (aggiornamento), we should return to our own ecclesiological foundations (ressourcement). At the heart of the church’s life is the proclamation of the good news. The content of this good news is not merely information but the person of Jesus Christ. That we teach the person of Christ means that social communication must be personal, relational, rooted in encounter, and connected with authentic human experience. Pope Paul VI’s statement that “Modern man listens more willingly to witnesses than to teachers, and if he does listen to teachers, it is because they are witnesses” (EN 67) underscores the connection between the content and method of the church’s communication. Similarly, Pope Francis’ emphasis on a culture of encounter (EG 220) as well as the Synod’s embrace of “conversations in the Spirit” reminds us that ecclesial communication is not just transmitting information but ultimately seeks to unite the hearer with God in Christ. As we evangelize in a digital environment, we must therefore ask foundationally ecclesial questions such as: What does it mean for a diocese to communicate and evangelize? How do we communicate with the goal of promoting encounter? How can our communication be embedded in a dynamic process that cultivates co-responsibility and participation?