Jobs for the Future (JFF) and BigFuture want all students to have the sense of agency and purpose that comes with feeling hopeful, motivated, excited, confident. An essential step in achieving this is to ensure that high school students and their families receive a timely and abundant flow of information, resources, and advising in order to thoroughly weigh their options and make well-informed decisions that lead to successful first career moves based on their skills, interests, and goals. This guide is intended to help educators, program directors, career counselors, employers, families, and other caring adults in their efforts to create career learning and navigation ecosystems that support and guide student career decision-making and choices, taking into account personal, social, and life aspirations and career goals. [Contributors to this report include Clare Bertrand, Joel Vargas, Maud A. Abeel, Allison Danielsen, and Ashleigh Goldberg. This report was produced with BigFuture.]