Many teachers still struggle to find a coherent and meaningful framework for incorporating new literacies into their instruction. This case study examines the teaching and learning that took place in a New and Multimodal Literacies class for preservice English teachers to understand how the ideas of connected learning are generative yet challenging as educators seek to create transformative, technology-integrated, and equity-oriented literacy learning experiences for students. Findings suggest that when teachers explore technological tools with connection in mind, they can develop instructional experiences that forefront student interests and critical literacy learning. The study offers a vision of connected teaching to guide digital literacy teacher education into the future.