Aligning student readiness with workforce needs is a critical priority for counselors. This session explores how districts bridge the gap between classroom planning and real-world follow-through by integrating digital readiness tools with frameworks like MTSS and CTE. Drawing on successful partnerships, we discuss practical strategies for embedding college, career, and life readiness into the student experience. Participants learn to leverage evidence-based guidance to create holistic, accessible pathways for all learners - from middle school career exploration to post-secondary transition and beyond.