This report provides a detailed analysis of the information system (IS) planning process and the major issues faced by Fidelity Information Services and S&S Computer Services, focusing on social media marketing and communication challenges. The study, based on interviews with IT Managers, examines the competitive business landscape, the importance of IS planning, and the utilization of emerging technologies. The analysis reveals that social media marketing and communication issues are critical IS planning concerns. The report suggests solutions such as root cause analysis, positive responses to negative reviews, and effective communication models to resolve these issues. The organizational backgrounds of both companies are presented, highlighting their services, IT teams, and locations. The report also includes a literature review of IS planning and a comparative analysis of the issues faced by the two companies and the measures they are undertaking for resolution.