Diana spent her career in insurance, most recently working for Aon as Executive Vice President heading up its online travel insurance division. She has since served on a number of not-for-profit boards in leadership roles, including the Hackley School Parent Association and Community Synagogue of Rye, where she currently leads the Human Resources committee. She is on the board of TAMID, an organization that develops the professional skills of undergraduate students through hands-on interaction with the Israeli economy, as well as Tailwind Track Club, a youth running organization of which she is also a co-founder, as well as previously serving in Manager and Treasurer roles. Diana earned her BA in Economics and Psychology from the University of Pennsylvania and her MBA from Columbia University.