The Deen Dayal Upadhyaya Grameen Kaushalya Yojana (DDU-GKY) is a flagship program of the Government of India designed to promote skill development and enhance employability among rural youth. This pilot study explores the effectiveness of DDU-GKY initiatives in the Keonjhar district of Odisha, focusing on their impact on skill enhancement, employability, and socio-economic upliftment. Keonjhar, a predominantly rural district with a diverse tribal population, faces challenges related to unemployment and lack of vocational opportunities. The study employs a mixed-method approach, combining quantitative surveys and qualitative interviews, to assess the program's reach, implementation, and outcomes. A sample of beneficiaries was selected to evaluate the relevance and effectiveness of the training provided, along with its alignment with local job market demands. Findings suggest that while the program has succeeded in equipping participants with industry-relevant skills, gaps remain in terms of job placements, sustained employment, and addressing the aspirations of tribal youth. The study highlights the need for better infrastructure, localized training modules, and stronger industry linkages to ensure long-term impact. This pilot study provides actionable insights for policymakers, program implementers, and stakeholders to optimize DDU-GKY interventions in Keonjhar and similar rural contexts. It concludes with recommendations for scaling up the initiative and tailoring it to the unique socio-economic and cultural dynamics of the region.