Despite various studies and several IT innovative interventions, the information systems (IS) community continues to experience low quality and unsuccessful software systems. IS failures have plagued large and small organizations persistently throughout the globe; however, smaller firms in developing countries such as those in the English-speaking Caribbean and Jamaica, in particular, do not have the capacity to absorb the losses that result from the delivery of ineffective and low quality systems. We continued the quest to provide some solutions to these problems, particularly in Jamaican organizations by developing a research model that integrates the literature from a variety of sources to empirically explore the impact of process, people and perception on IS quality and IS success. The setting is Jamaica; however, we believe that the insights obtained would be relevant to developing countries in other contexts. The study found significance among (1) developer knowledge and IS quality, (2) perceived usefulness and IS success, and (3) IS quality and IS success. Our findings should be interesting to IS practitioners and we offer the proposed research model to IS scholars in the continuing research of IS quality and success in developing countries and other small businesses.