Digital learning is defined as "any instructional practice that effectively uses technology to strengthen a student's learning experience and encompasses a wide spectrum of tools and practices." This "School Leader Digital Learning Guide" is a resource to help school leaders consider, plan, fund, implement, maintain, and adapt learning programs that meet the unique needs and requirements of the students and teachers that they serve. The guide is oriented toward digital learning principles and practices that enable and empower students and teachers of all abilities and zip codes while advancing student agency (i.e., initiative, intention, and responsibility in pursuing their education), their personalized learning, their mastery of skills and competencies, and protecting their privacy. Each section contains key considerations, questions leaders can ask themselves, and resources to help with thinking and planning. References to technical and professional methods and resources are presented for school leaders to consider and apply as appropriate in leading their organization's efforts to meet the needs and requirements of students and teachers. [This work was developed with contributions from Digital Promise.]