The 178-year-old British travel giant, Thomas Cook Group PLC, ceased operations on September 23, 2019, due to compulsory liquidation. This case study delves into whether management complacency and strategic failures, ignoring warning signs, led to the demise of this once-prominent travel group. Drawing data from diverse sources, the study aims to analyze critical factors contributing to Thomas Cook's collapse comprehensively. Intended for MBA, BBA, and PG courses, the study fosters a collaborative environment, strongly encouraging group analysis on leadership, decision-making, mergers, acquisitions, business models, and technology innovation. The case study explores vital issues together and seeks to answer pertinent questions about Thomas Cook's strategic decisions and potential salvaging measures.