Provisioning Internet services remains an area of concern for Internet service providers. Despite investments to improve resources and technology, the understanding of sociotechnical factors that influence the service-provisioning life cycle remains limited. The purpose of this case study was to evaluate the influence of sociotechnical factors associated with telecom service provisioning and to explore the critical success and failure factors, specifically in the telecommunication industry of Kuwait. Guided by sociotechnical systems theory, this qualitative exploratory case study approach examined a purposeful sample of 19 participants comprising of managers, engineers, and technicians who had the knowledge and experience of the service-provisioning life cycle. Semistructured interviews, project logs, and a self-created follow-up questionnaire were the primary sources of data. Thematic analysis techniques assisted in coding the data and developing themes, which resulted in a set of critical success and failure factors that influence the service-provisioning life cycle. Cross-functional communication, risk management practices, infrastructure availability, and employee skill development were among the emergent factors that influenced the service implementation. Internet service providers may use the results from this study to improve the service-provisioning life cycle. Successful implementations will promote an environment of positive social change that will increase employee motivation, productivity, and employee morale.