Using the Countenance Model of Evaluation (Stake, 1977), the Financial Assistance Program of the Center for Community Development (CDC) of St. Paul University Manila was evaluated. The evaluation covered activities from August, 2012 to March, 2014. Data were collected from several sources such as, beneficiary portfolios, existing program documents, student beneficiaries, parents, and staff of the CDC. Ten program aspects were looked into: cascading program information, selection of recipients, provision of financial assistance, school visitations, home visitations, formation activities for parent, formation activities for student beneficiaries, augmentation of finance, development of student potential, and improvement of family relationship. Findings reveal a number of strengths including, the amount of monetary provision and its prompt release, presence of formation activities for parents and students, dynamic relationship on the institution and the beneficiaries, and improved school attendance, and family relationship. Areas concerning adequate delivery of auxiliary services, as well as valid assessment and data collection were highlighted as subject for improvement.