Women To Watch Awards 2026 honors Sherry L. McCaskill

Sherry L. McCaskill is a transformational Human Resources executive, leadership coach, and facilitator whose 15+ years of impact have redefined what people-centered leadership looks like in the workplace. As a certified executive and transitional coach, she has guided countless leaders and organizations through their most defining moments of change — equipping them not just to survive transition, but to emerge from it stronger, clearer, and more capable than before.

Built by experience. Driven by passion. Sherry leads with less ego and more impact — a philosophy that has become the throughline of her career, shaping how she advises executive teams on people strategy, culture, and organizational transformation across manufacturing, technology, and corporate industries. Her leadership was recognized nationally in 2026, when she was named one of the Most Influential Women in HR by Women Influential Magazine for her culture innovation and operational excellence.

But recognition has never been her measure of success. Sherry is driven by a deeper conviction: that every person deserves the resources and support to navigate change with dignity — and that real leadership means building the bridge for others to cross.

Sherry holds a Master of Arts in Human Resources Management and is a John Maxwell Certified Executive & Leadership Coach and Leadership Speaker & Training Facilitator.