The West Indies cricket team’s recent performance in the T20 series against New Zealand has brought to light significant challenges in their batting strategy. Despite moments of brilliance, such as Romario Shepherd’s commendable bowling efforts, the team’s inability to build a solid foundation has been a recurring issue. Shepherd, reflecting on the second T20 match, acknowledged the need for better planning and execution in setting up the innings. He emphasized the importance of being alert on every ball, given the small boundaries and high-scoring nature of modern T20 cricket. However, the third game saw the West Indies fall short by nine runs, with New Zealand taking a 2-1 lead in the series. This loss underscored the team’s over-reliance on the lower order to post competitive totals. The root of this problem lies in the lack of first-class cricket and two-inning matches in the West Indies, which are crucial for developing batsmen capable of excelling in all formats. The financial responsibility for organizing such tournaments falls on Cricket West Indies (CWI), highlighting the need for structural reforms to nurture future talent.