This study explores the dynamics of social media entrepreneurship, with a focus on how storytelling ability, authenticity, credibility, perceived expertise, and content strategies influence stakeholder engagement. Social media entrepreneurs have redefined traditional entrepreneurial models, yet critical gaps persist in understanding the interplay of emotional storytelling, trust-building, and audience engagement. Drawing on source credibility theory and the Elaboration Likelihood Model, this research examines the nuanced effects of content type and industry-specific orientations, such as the balance between professional and personal content and the strategic use of promotion versus prevention-focused messaging. By investigating the mechanisms through which social media entrepreneurs foster engagement and trust—or potentially detract from them—this study offers novel insights into the complex interactions shaping digital entrepreneurial success. The findings contribute to contemporary entrepreneurial practice by illuminating how digital platforms serve as arenas for brand credibility, value creation, and evolving audience dynamics.