From Corporate Lawyer to Winemaker: A Conversation with Amy LaBelle

Amy LaBelle was assistant general counsel at Fidelity in Boston when a hand-painted sign on a Nova Scotia roadside changed everything. Following it to a "teeny-tiny winery" sparked an epiphany; 4,083 days later, she opened her first winery. The transition from attorney to entrepreneur was a marathon of balancing a full-time legal career, motherhood, and family life—all while fermenting her first batches in a fourth-floor walk-up. In this episode, LaBelle shares her journey of leaving a secure legal career to forge a unique path toward her dream.