This is the second in a series of five briefs published by the U.S. Department of Education Office of Educational Technology on the key considerations facing educational leaders as they work to build and sustain core digital infrastructure for learning. These briefs offer recommendations to complement the fundamental infrastructure considerations outlined in the 2017 update to Building Technology Infrastructure for Learning (ED589999). They are meant to provoke conversations, challenge conventions, and deepen understanding. These briefs have been purposefully designed to be easily consumed and shared. The needs, capabilities, and expectations of technology infrastructure vary significantly by context. A rural outdoor learning school in the mountainous American Southwest will face challenges and have needs much different than a district within an urban center along the East Coast with an all-digital curriculum. The recommendations within these briefs are meant to help build, augment, and sustain digital infrastructure supportive of learning no matter the location. America has made incredible progress in closing the digital access divide, providing an ever-greater proportion of students with access to broadband connectivity, devices, and digital resources. At the same time, we must acknowledge the last frontiers of connectivity can also present the most wicked problems of closing that divide. To help readers build solutions for their own contexts, these briefs offer examples from the field of those who faced pernicious challenges to connectivity, accessibility, cybersecurity, data privacy, and other infrastructure issues and designed solutions for their challenges. Education's digital infrastructure is officially considered critical infrastructure, and just as we work to provide physical infrastructure that is safe, healthy, and supportive for all students, we need to align resources to create digital infrastructure that is safe, accessible, resilient, sustainable, and future-proof.