Career Transition
Career Transition Coaching is a specialized executive coaching service created to support senior leaders stepping into new, high-level roles—whether through promotion, lateral move, succession, external hire, or significant career pivot. These transitions often bring intense pressure: redefining your leadership identity, building credibility quickly, aligning with new stakeholders, mastering unfamiliar scope and culture, and managing the personal adjustments that come with elevated responsibility. Drawing from my own experience in senior leadership at organizations like Mass General Brigham, MIT Sloan, and Harvard Business School Publishing—I'll partner with you confidentially to make these transitions smoother, more intentional, and ultimately more successful.
In our one-on-one coaching, we can work together to clarify your new role’s strategic priorities, map key relationships and influence dynamics, strengthen your executive presence, and develop a realistic roadmap that balances immediate wins with long-term vision. At the same time, we can address the inner work: processing the loss of your previous identity, managing imposter feelings or uncertainty, rebuilding confidence after disruption, and rediscovering purpose so the transition becomes a catalyst for growth rather than a source of stress or burnout.
Together we can help you achieve faster onboarding success, stronger stakeholder relationships, more authentic leadership in your new role, reduced anxiety during uncertainty, and a renewed sense of alignment between your personal values and professional impact. Using targeted assessments (such as emotional intelligence tools, Myers-Briggs Step II, and CliftonStrengths) alongside reflective dialogue and practical frameworks, we uncover your unique strengths for the role ahead, identify potential blind spots, and build the resilience needed to thrive under new demands. Engagements are typically 6–12 months, with flexible intensity to match the pace of your transition.
If you’re a senior leader preparing for—or already navigating—a significant role change and want to step into it with confidence, authenticity, and strategic clarity, I'll be the experienced, empathetic partner to support you throughout. Reach out for a confidential discovery conversation to talk about your transition and how we can ensure it becomes a powerful chapter of integrated leadership and personal fulfillment.
About Terry DeWitt
I partner with senior leaders to help them achieve their goals and lead with integrity, wholeness and purpose.
I have a deep interest in human nature that has driven my academic studies, career in marketing, board activities, and coaching practice. I bring life experience as a senior executive, father, athlete and patient to my work with clients.
I earned my BA at Harvard University in Sociology magna cum laude with highest honors and my MBA at the Tuck School of Business at Dartmouth College.
Before coaching, I led Hospital Marketing at Mass General Brigham, served as chief marketing and communications officer at the MIT Sloan School of Management, and held leadership positions at Harvard Business School Publishing, Fidelity Investments, L.L. Bean, and H.J. Heinz. I began my career in finance at Bank of Boston and State Street Capital.
I have served on the boards of Maine Audubon, the Healing Garden and Bare Hill Rowing.
I'm a Board Certified Coach; ICF Certified Coach (ACC); a Certified Executive Coach - Level 2, Certified Career Coach and Business Coach; a graduate of the Center for Executive Coaching; and a member of the International Coaching Federation.
