Cricket West Indies (CWI) is currently navigating its most severe financial crisis, even as the West Indies cricket team demonstrates resilience during their tour of India. The situation has sparked widespread concern among Caribbean cricket enthusiasts, particularly regarding the immense pressure placed on former West Indies player and current coach, Daren Sammy. Sammy has been tasked with coaching across all three formats of the game—Test, One Day International (ODI), and T20—despite limited resources and support. This has led to questions about the fairness and feasibility of such a demanding role. Comparisons have been drawn to Brendon McCullum, who holds a similar position with the England Test and County Board. However, McCullum benefits from substantial financial backing, robust infrastructure, and access to a wealth of former England players, advantages that Sammy lacks. To alleviate the burden on Sammy, it has been suggested that CWI narrow his focus to white-ball cricket and reinstate Andre Coley, a former West Indies Test coach, for the upcoming tour of New Zealand. Coley’s previous successes in Pakistan and Australia, coupled with his ability to assemble a dedicated coaching team, make him a strong candidate for this role. Additionally, the inclusion of former West Indies players like Gus Logie as batting coach and the potential appointment of Brian Lara as chairperson of the CWI Cricket Committee could further strengthen the team’s leadership. The reinstatement of Test Selectors, with input from both Sammy and Coley, is also being considered to streamline decision-making. Amid these strategic adjustments, the financial strain on CWI remains a critical issue. Appeals have been made to prominent Caribbean leaders and corporate entities, such as Republic Bank Ltd and ExxonMobil, to sponsor the CWI Cricket Academy Squad and support the development of young players. These efforts aim to secure the future of West Indies cricket by nurturing talent and ensuring the team’s competitiveness on the global stage.