Dianna Jacob

Dianna is a certified executive coach with more than 20 years of experience as a healthcare executive in academic health systems. She has extensive experience in leadership development and recruitment of top talent into academic health system leadership roles. In addition to executive coaching, she is an executive search consultant for Caldwell’s Life Sciences and Healthcare practice.

Prior to joining Caldwell, Dianna served as chief operating officer at NYC Health + Hospitals/South Brooklyn Health, Ruth Bader Ginsburg Hospital, where she led operations through the COVID-19 pandemic and opened a new 11-story hospital in 2023. She began her career as a physician assistant in orthopedic surgery at Montefiore Health System in the Bronx. She subsequently served as vice president for education, faculty and academic affairs at NYU School of Medicine, where she was responsible for faculty affairs, undergraduate medical education, graduate medical education and continuing medical education. Dianna then rejoined Montefiore as vice president and executive director of the Wakefield Campus, a 325-bed acute care hospital, where she led strategic and operational planning, patient safety, quality, and fiscal management. In 2018 she took a year off and traveled abroad solo to over 24 countries throughout Africa, the Middle East, Scandinavia and Asia. Upon her return, she served as partnership executive at a digital health startup prior to joining NYC Health + Hospitals.

Dianna is trained in the Institute for Professional Excellence in Coaching’s (iPEC) Energy Leadership™ Index 360-degree assessment. She has experience in developing qualitative and quantitative surveys for individual, departmental, and organizational assessments as well as in developing action plans in response to the reviews.

Dianna earned her bachelor’s degree from St. John’s University, her certification as a Physician Assistant from St. Vincent’s Catholic Medical Center followed by her master’s in business administration in healthcare administration and her certified professional coaching credentials from the Institute for Professional Excellence in Coaching (iPEC).

Outside of work, Dianna is passionate about social and racial justice and health and wellness. She serves on the board of EAC Network, a social services nonprofit in NY, as well as on the growth council of South Asian Soar, a national nonprofit working to end gender-based violence in the South Asian diaspora in the US.