Debra “Deb” Jennings is a transformational Healthcare Leader with 25 years of demonstrated success creating strategies to help transform business outcomes for both small and Fortune 500 companies, while cultivating and elevating culture. Deb’s depth of leadership experience spans several functions including Marketing, Communications, Strategy and Operations, Data, Digital & Technology, Patient Services and Market Access.

Deb is passionate about DE&I and has led several steering committees to help advance inclusion and allyship. When she is not working Deb is actively involved with several affinity groups that support gender parity, including WISE (Women’s Information and Social Exchange), which she founded. She is an alumnus of the Women Unlimited Program, a member of Chief and has been part of several mentorship programs. Deb is also a founding member of an industry Braintrust to ideate and innovate. Deb received her bachelor’s degree in business from Eastern Nazarene College and is a Six Sigma Black Belt.

Given her ability to consistently find a place for people and business centricity to co-exist Deb was recommended to speak and take the TEDx stage. She appeared on the red dot during the fall of 2023 and received several requests to share her message on a larger platform, which led to authoring her first book, Leadership in the Rough, which focuses on how to navigate this modern workplace to not only survive but thrive. Within the book Deb curates 9 principles, combining personal stories, research, and data from her long standing career as a leader. Success requires soft and hard skills, like the formation of a piece of coal into a diamond, a diamond in the rough.

Deb lives outside of Boston with her husband Fred and son Christopher and her two Tuxedo cats Santiago and Pedro who keep life interesting.

Upcoming Appearances/Events