High school career and technical education (CTE) and apprenticeship programs share a common goal. Both programs seek to equip students with the academic, technical, and employability skills necessary to succeed in high-demand careers. The goal of the "Potential Role of Secondary CTE Programs in Preparing Students for Apprenticeship Programs" initiative, launched by the Office of Career, Technical, and Adult Education, U.S. Department of Education, is to explore how CTE providers across the United States are working to connect secondary students with apprenticeship programs. This effort included site visits to eight programs that have aligned CTE instruction and provided students with articulation options to apprenticeship programs. Site visit profiles and a synthesis of results can be found in the study report, and are integrated throughout this guide to illustrate the different approaches programs can take to connect CTE with apprenticeships to expand high school students' career training options. This planning guide is designed as an interactive tool for initiating or expanding the alignment between existing CTE and apprenticeship programs. It provides a blueprint for state, regional, and local administrators leading efforts to transform CTE and apprenticeship linkages across a state or community. Tools and templates are built to be customizable, allowing users to adjust each resource to fit their unique needs. [Kate Blosveren Kreamer, Andrea Zimmerman, Charlotte Cahill, Amy Girardi, Laura Rasmussen Foster, and Steve Klein contributed to this report. Advance Career and Technical Education and Vivayic, Inc. were subcontracting companies that helped produce this report.]