The older generation of Saint Lucia carries with them a wealth of experiences, shaped by both wisdom and regret. In a heartfelt conversation in Castries, three individuals—Kerwyn Gustave, 50; Francillia Clery, 70; and Patrick Duplesis, 84—shared their life lessons and the advice they would give to their younger selves, offering a poignant reminder of the enduring impact of youthful choices. Their stories, marked by time and truth, resonate deeply with the younger generation, urging them to reflect on their own paths. Kerwyn Gustave, now 50, spoke of her early marriage and motherhood, expressing regret for not prioritizing her personal growth and career before settling down. She emphasized the importance of self-discovery and travel, urging young people to build themselves before committing to family life. Patrick Duplesis, at 84, reflected on his shortcomings as a father, acknowledging the pain caused by his harsh disciplinary methods and the lasting estrangement from his children. His story serves as a cautionary tale about the long-term consequences of parenting choices. Francillia Clery, in her seventies, advised young women to slow down and avoid rushing into relationships and experiences that could tarnish their reputations and affect their families. Her candid admission of past mistakes highlights the importance of thoughtful decision-making. These narratives, though tinged with regret, offer invaluable insights for the younger generation, reminding them that time is fleeting and the choices made today can shape their futures in profound ways.