Jennifer Jessup has served as the Deputy Chief of Staff, Strategic Planning and Analysis, in the Veterans Benefits Administration (VBA) since August 2025.
In this capacity, she serves as an advisor to the Under Secretary for Benefits and the Principal Deputy Under Secretary for Benefits on the development and implementation of VBA and Department-wide policies, programs, and internal management and operations of VBA. She also provides executive management and oversight of VBA’s development of comprehensive
business intelligence, transformation of business processes and data management and analysis; development and planning of strategic initiatives and goals; and public relations and executive-level internal and external strategic communications.
VBA delivers a full array of non-medical benefits to Service members, Veterans, their families, and survivors. VBA provides Disability Compensation, Pension and Fiduciary, Home Loan Guaranty, Life Insurance, Education benefits, Outreach, Transition and Economic Development, and Veteran Readiness and Employment. These VBA programs provide benefits for more than six million beneficiaries receiving more than $194 billion in direct benefits each year.
Ms. Jessup most recently was the Chief of Staff of the National Cemetery Administration. She joined the federal government as a Presidential Management Fellow, working as a training specialist in Veteran Readiness and Employment Service in VBA. She has served in a variety of other leadership roles across the VA.