Ms. Woolley oversees employee relations, labor relations, recruitment, benefits, education and organizational development at White Plains Hospital and has played a key role in staffing the organization’s rapid growth across its main campus and expanding outpatient footprint. In 2025, White Plains Hospital welcomed 230 new providers, bringing its medical staff to more than 1,660 members, supported by nearly 6,000 employees. Ms. Woolley leads a hiring approach that draws from new graduates, career changers and individuals re-entering the workforce, and she rounds regularly with teams across departments to identify real-time barriers, strengthen support and reinforce patient safety. She has advanced workforce development and mobility initiatives, including the hospital’s “Earn While You Learn” program, enabling employees to train for new roles while retaining pay and benefits. She has also partnered with local government, business organizations and nonprofits to expand training and employment pathways for immigrants, refugees and unemployed individuals, strengthening community-based pipelines. Under her leadership, White Plains Hospital achieved its third consecutive inclusion on Fortune’s “Best Workplaces in Health Care” in 2025 and its third straight appearance on its “Best Workplaces in New York,” alongside recognition from City & State as a top workplace.
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Becker's Recognition
Diane M. Woolleyhas been named a Becker's honoree on the lists below.
2026 Winner

Executives
140 Hospital and Health System CHROs and Chief People Officers to Know
