From long-haul truckers to lipstick and leadership, Jean MacDonald has built a life of daring reinvention. A communication and business strategist, corporate sales trainer, and author of Be Wild, Be Crazy, Be You, Jean shares how she left a thriving insurance agency to chase joy—and wound up earning ten Mary Kay career cars, including five iconic Pink Cadillacs. In this conversation, Jean reveals how persistence, mentoring, and fearless follow-up create lasting connections, empower women, and turn hidden opportunities into extraordinary legacies.