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This case study examines the rise of the Charles & Keith Group, a notable Singaporean success story in the fast fashion market. From its inception as a retailer of shoes sourced from wholesalers, the Group has evolved into two lifestyle brands, Charles & Keith and Pedro. These brands offer a comprehensive range of footwear, handbags, and accessories for women, men, and children. The case study outlines the group's current strategic orientation, which is based on a positioning that can be described as 'affordable luxury'. This is made possible through the development of a brand image and an omnichannel distribution strategy. Furthermore, the case study details how the group has integrated its design and distribution to enhance its brand image following the group's international expansion. In light of the intense competition in the fast fashion market, it is worth questioning whether Charles & Keith Group's current strategy is sufficient to ensure the company's continued success.