This paper investigates the adequacy of entrepreneurship training programs across diverse geographical regions, examining how various factors—such as the nature of the training, accessibility of digital resources, contextual conditions, and institutional support—affect the enhancement of trainees’ skills. The objective is to offer evidence-based recommendations for the development of effective and equitable training initiatives that facilitate opportunities for successful entrepreneurship on a global scale. The research design employed a multi-methods approach, integrating Fermatean Step-wise Weight Assessment, Monte Carlo Simulation, Latent Dirichlet Allocation, sentiment analysis, and a spatial econometric model. Researchers collected data from entrepreneurial development centers across the United States, United Arab Emirates, China, India, and Pakistan through surveys and feedback from entrepreneurs, trainers, and program administrators. The comprehensive methodology facilitated examining the relationships among training methods, regional disparities, and skill enhancement outcomes. The results indicate that the training process, access to digital tools, and trainer competencies significantly predict program success. The duplication of resource access and geographically uneven disparities challenge entrepreneurial development, with more favorable outcomes observed in developed economies. Furthermore, participant sentiment and perceived usefulness mediate the relationship between training and the formation of inherent entrepreneurial skills. The research highlights the interplay among training methodologies, access to digital tools, and geographic factors in fostering entrepreneurial success. The study proposes a comprehensive framework for scaling effective training models and addressing systemic inequalities by focusing on trainees. The findings have significant practical implications for developing adaptive, technology-driven training ecosystems supporting global entrepreneurial growth.