The study delved into the intricate dynamics influencing entrepreneurial success, specifically exploring the interplay among entrepreneurial skills, the entrepreneurial ecosystem, and their impact on microfinance enterprises within the Davao Region, Philippines. Using adapted survey questionnaires, a representative sample of 300 microfinance enterprise owners were randomly selected to participate in this research. The findings unveiled a robust perception among owners regarding the high levels of the three key constructs under investigation. Notably, the study established a substantial and favorable correlation between entrepreneurial skills and entrepreneurial success. Moreover, it highlighted a similarly positive and noteworthy relationship between the entrepreneurial ecosystem and entrepreneurial success. Furthermore, employing hierarchical logistic regression allowed for an in-depth exploration of the moderating effect of the entrepreneurial ecosystem. The study unearthed a profoundly significant moderation in the relationship between entrepreneurial skills and success, with more conducive ecosystems indicating a stronger correlation between entrepreneurial skills and success. In essence, the study underscores the vital importance of both entrepreneurial skills and the broader ecosystem within which microfinance enterprises operate. It emphasizes that while entrepreneurial skills are crucial, the supportive entrepreneurial ecosystem significantly amplifies their impact on achieving entrepreneurial success in the context of microfinance firms in the Davao Region.