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: This paper aims to explore the obstacles that impedes entrepreneurship students from pursuing business. This study utilized descriptive-exploratory design involving 263 entrepreneurship students from different Higher Educational Institutions (HEIs) in Davao City. A descriptive-exploratory research design that utilized a 22-item scale instrument from in-depth interview was used as data collection tool which will be subjected to Exploratory Factor Analysis (EFA). Thematic analysis was employed and loaded 17 items to four (4) constructs after 16 iterations thus, making them the obstacles in pursuing business among entrepreneurship students. These measures are: (1) individual entrepreneurial knowledge and skills, (2) access to financial and human capital, (3) prevailing economic and political condition, and (4) financial capacity and risk propensity