Career-connected learning is an educational strategy that combines high-quality academic instruction, skill-based learning, and real-world experiences to prepare students with the knowledge and skills that they need to pursue their career goals. Career-connected learning is especially important for an often-overlooked group of students including highly mobile youth. In K-12, school mobility refers to any planned or unplanned school or district change that occurs for reasons other than grade promotion during an academic year. Highly mobile students may experience homelessness, be in foster care, be part of military-connected or migratory agricultural families, or have recently immigrated to the United States. This playbook offers guidance on how to provide career-connected learning opportunities to highly mobile students.