This report provides a comprehensive strategic analysis of Woolworths, a major supermarket chain in Australia. It begins with an external analysis, covering the business background, industry type, general environment (PESTEL), industry environment (Porter's Five Forces), and competitive environment. The report identifies opportunities and threats facing Woolworths. The internal analysis explores tangible and intangible resources, capabilities, and core competencies. The report proposes a retail management information system solution for Woolworths, outlining key features and benefits, and concludes with an evaluation and recommendations. This analysis aims to provide insights into Woolworths' strategic position and potential improvements through information systems.