In the island-city state of Singapore, growth and development are very much dependent on global trade. Project management is one of the key competencies that organizations and the government seek to develop to stay relevant and plugged-in to the global community. This research attempts to examine the predictors of project success in the Singapore context. This study uses Pinto's Project Implementation Profile (PIP) instrument as a basis and starting point for further study. It seeks to discover and identify critical success factors (CSFs) in Singaporean project environment. The study also aims to validate whether the PIP, which is commonly used in western societies, is also applicable in the Singapore context. A methodology combining Critical Incident Technique (CIT) has been used to identify possible CSFs, which are subsequently rationalized and validated with the CSFs in the PIP. A questionnaire survey (n= 267), involving project management professionals across several key sectors and industries, provided data for quantitative analysis. Multivariate analyses, which include factor analysis and multiple regression, were applied to identify and validate the CSFs that are significant in predicting project success. The results produce a predictive equation involving five CSFs that are significant in predicting project success in the Singapore context. The study generally supports the applicability of Pinto's PIP in Singapore, although with some differences. It is expected that the findings of this study will provide value to future researchers who are keen to further explore the 'elusive' CSFs of project management. The business community is also expected to leverage on the findings of this study to optimize their scarce project management resources in achieving and sustaining business competencies.