Entrepreneurial motivation is a critical determinant of venture initiation, persistence, and success. Traditional psychometric methods provide limited insight into the dynamic and multifaceted nature of motivation. This chapter explores how artificial intelligence (AI) tools, including machine learning, natural language processing, and behavioral analytics, can enhance psychological profiling of entrepreneurs. AI enables the identification of personality traits, cognitive styles, and motivational drivers from digital footprints, social media, and biometric data, offering real-time, scalable, and context-sensitive insights. Applications extend to self-awareness, team formation, investor evaluation, and risk management. Ethical, methodological, and cultural considerations—including bias, privacy, and interpretability—are discussed, emphasizing responsible implementation. Future research directions highlight the integration of adaptive systems, cross-cultural datasets, and neuroscience-based metrics to advance understanding.