This study seeks to demystify the experiences of self-supported students within the Business Cluster at Cagayan Valley Computer and Information Technology College in Santiago City, Isabela, Philippines. Through qualitative inquiry, it aims to uncover their motivations, illuminate the obstacles they face, and explore the innovative strategies they employ to achieve academic and professional success. Hence, finding reveal that the study concludes that self-supported students balance work and studies, achieve financial independence, and apply business knowledge. They face challenges such as time management, academic performance, burnout, stress, and financial issues. Their motivations include family and personal responsibilities, educational and career goals, family expectations, aspirations and role models, professional success, and economic goals. To cope, they rely on personal motivation, mental and emotional strategies, external support systems, and financial assistance including scholarships.