Reflecting on her career choices, Erin Sawyer tells us that one pivotal point stands out—a decision that involved moving her family across the country. This step triggered not only a geographical shift but also a change in Sawyer’s professional life, when her work alongside a CEO ultimately fueled her aspirations to become a chief financial officer. She had always been so captivated by numbers that by the tender age of 5 she had determined that her destiny lay in accounting. Her initial steps into the corporate world at Honeywell Aerospace as a cost accountant laid the groundwork for years of steady career advancement. Yet, it was her transition from accounting to a more dynamic role in financial planning and analysis (FP&A) that sparked her true passion—driving business forward through strategic finance. Sawyer’s tenure in the Yellow Pages industry during its transformational phase sharpened her skills in business transformation and strategic partnership, preparing her for the challenges ahead. However, it was an opportunity at insurance software provider Vertafore that finally aligned her with a CEO mentor, whom she greatly admired. This relationship deepened her expertise in operational excellence and marked a decisive step toward achieving her eventual CFO ambitions.