As the co-founder and CEO of Populus Group, Bobby never imagined the challenges of building a $500 million organization that serves tens of thousands of people. Throughout his life, he experienced the divergence between the intentional leader he wanted to be, and the less engaged version of him that showed up at the office every day. One day at a company meeting, he decided to share a story about one of his first struggles as a young adult. That story, a pivotal experience that had transformed Bobby's life, inspired his employees with its radical transparency, humility and the idealism of Bobby's dreams for the company. In , Bobby shares twelve of those stories from his leadership journey. Each chapter shares the details of the story, the broader lesson any leader can apply, a set of questions to reflect on, and an afterword for how the story later unfolded in Bobby's life. Building on Bobby's efforts, this book inspires readers to find their own stories, share their gifts of struggle with others, and become the leader they imagine they can be.