Every Jamaican child has heard growing up from stern warnings like “If yuh cyaan hear, yuh will feel” to gems like “Go look wuk!” We explore the deeper meanings behind these sayings, their cultural roots, and how they shape discipline, ambition, and identity. The conversation then shifts to the evolving idea of The Jamaican Dream, what success means in the island context, how it has changed over generations, and the tension between staying local or going abroad to “make it.”