In a world where change is inevitable, meaningful transformation requires more than mere chance—it demands strategic visioning. This disciplined process involves envisioning a preferred future and meticulously planning the steps to achieve it. At the national level, Barbados stands on the brink of significant change. Inspired by Singapore’s model of disciplined, long-term development, there is a growing consensus that Barbados can become the “Singapore of the Caribbean.” This vision, supported by both local residents and expatriates, is gaining traction in public discourse. While the journey will be gradual, it can be integrated into a rolling ten-year strategic plan, continuously refined and renewed annually. At the sector level, the recent devastation caused by Hurricane Melissa in Jamaica underscores the importance of resilience and innovation. Discussions among industry leaders highlight the need for strategic partnerships to protect critical infrastructure, such as burying power lines to mitigate future storm damage. At the corporate level, strategic visioning necessitates collaboration between government and private enterprises to align national development goals with business opportunities. Visioning, as a guiding compass, requires passion, persistence, and patience at all levels. It is the key to achieving a sustainable and prosperous future, step by step, decade by decade. As President Obama aptly put it, “Just learn how to get stuff done.”