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What if thriving at work and in life wasn’t just about strategy or skill, but courage, curiosity, and embracing the messy middle? On this episode of the Contagious Culture Podcast, I sit down with Dr. Caroline Brookfield, veterinarian, entrepreneur, researcher, stand-up comic, and self-proclaimed “Professional Cat Herder.” Caroline has spent nearly 30 years making high-stakes decisions in unpredictable environments, from saving animals in the ER to running businesses and speaking on global stages. She shares her journey of leaning into uncertainty, finding joy in failure, and cultivating creativity for herself and her teams. We dive into her messy middle moments, how childhood curiosities shaped her path, the habits that help her thrive in ambiguity, and why giving her inner critic, “Todd,” a break is key to growth. Her stories of laughing, failing, and learning offer inspiration for anyone looking to embrace their originality, trust themselves, and bring more creativity to life and work.