This podcast episode explores the journey of Leah Solivan, the founder and former CEO of TaskRabbit, and her insights on building and managing a successful startup. Solivan discusses the inspiration behind TaskRabbit and how it evolved into a thriving company. She shares her experiences in managing a large board and the importance of board composition and equity dilution. The episode also delves into the challenges of CEO transitions and the value of trusted advisors and independent board members. Furthermore, the discussion covers the future of the boardroom, the need for diversity in corporate governance, and the potential impact of AI and new technologies.