Access to high-quality academic support and enrichment opportunities remains uneven across urban and rural communities. In this interactive session, participants will explore practical, community-driven strategies for designing and sustaining tutoring and enrichment programs that address academic gaps, workforce readiness, and whole-child development. Drawing from real-world experience launching both nonprofit and LLC-based tutoring initiatives, this session will highlight how educators, school leaders, and community partners can leverage local assets—churches, nonprofits, families, and data—to expand equitable access to learning. Participants will examine scalable models that work in under-resourced settings, discuss barriers such as staffing, funding, transportation, and trust, and leave with actionable tools to implement or strengthen programs in their own communities. This session is designed for educators, administrators, nonprofit leaders, and community partners seeking practical solutions that move beyond theory into implementation.