This case study examines the cloud computing migration of Webb's Stores, an Australian retailer, from MS SQL Server 2012 R2 to an IaaS instance. The report explores the company's decision to leverage cloud computing, its advantages, and the challenges it presents, particularly in data management and security. It analyzes the types of cloud security deployed, like authorization and authentication, along with their benefits and drawbacks, including encryption, complexity, and brute force attacks. The study identifies potential risks in database migration (data loss, corruption), IaaS infrastructure (DoS attacks, insider threats), and communications (data breaching, database incompatibility). It also delves into cloud backup strategies, data retrieval risks, and the importance of Disaster Recovery (DR) plans. Finally, the case study provides recommendations for protecting access to the IaaS infrastructure, MS SQL Server, cloud network, and backup/restore systems, emphasizing encryption and server monitoring. This case study offers a comprehensive overview of cloud migration strategies, security considerations, and risk mitigation in a real-world business context.