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 can be delivered in a variety of ways, including in core content classes, through career and technical education (CTE) programs, in partnership with community and technical colleges, and through work-based learning experiences like internships, pre-apprenticeships, and registered apprenticeship programs. Career-connected learning is especially important for an often-overlooked group of students including military connected youth. This playbook offers guidance on how to provide career-connected learning opportunities to military connected youth.