The future of work is undergoing rapid transformation due to technological advancements, globalization, and changing labor market demands. Organizations are increasingly facing skill gaps that limit productivity and growth. This research paper examines the role of Human Resource Management (HRM) strategies in bridging these skill gaps through vocational training and entrepreneurship development. The study focuses on how HRM practices such as skill mapping, employee training, reskilling, and entrepreneurial support can prepare the workforce for future challenges. Using secondary data from academic journals, reports, and policy documents, the research highlights the importance of vocational education in providing job-ready skills and entrepreneurship in promoting innovation and self-employment. The findings suggest that organizations and governments must collaborate to create flexible training systems aligned with industry needs. HRM strategies that integrate vocational training and entrepreneurship not only reduce unemployment but also enhance workforce adaptability and economic resilience. The study concludes that effective HRM intervention is essential for sustainable workforce development in the future of work.