Conservative Judaism stands at a crossroads between tradition and inclusion, facing mounting pressure to engage marginalized Jewish populations while preserving halakhic integrity. Through systematic examination of five distinct groups—the elderly, gay and lesbian Jews, single-parent families, the handicapped, and interfaith couples—clear patterns emerge regarding the feasibility of targeted outreach programs. Comparative analysis across Orthodox, Conservative, Reform, and Reconstructionist movements reveals varying approaches to community inclusion, with Conservative Judaism occupying a unique middle ground. While outreach to elderly and disabled populations presents minimal halakhic obstacles and clear ethical imperatives, engagement with gay and lesbian Jews remains doctrinally challenging. Single-parent families and disabled individuals emerge as underserved populations with legitimate claims for community support, while intermarriage engagement without ceremonial endorsement offers a potential compromise solution. Research findings demonstrate that selective outreach is both possible and necessary within Conservative Judaism, provided programs maintain halakhic boundaries while addressing genuine community needs. The analysis concludes with recommendations for specific, cost-effective interventions and emphasizes the critical role of professional training and community sensitivity in successful outreach implementation.