Katie Couric, then anchor of the CBS Evening News, delivered a commencement address at Williams College in 2007 structured around seven life lessons. Her fifth lesson — fearlessness — drew from her own decision to leave The Today Show after fifteen years for the unprecedented challenge of becoming the first solo woman anchor on an evening news broadcast. She faced unrealistically high expectations, unprecedented scrutiny, and what sometimes felt like a Greek chorus of naysayers rooting for her to fail. But she told the graduates she had never felt stronger or more confident, and would have regretted not taking the chance of a lifetime.