Abstract: In March 2023, the governor of the Commonwealth of Massachusetts appointed the first secretary of the Executive Office of Veterans Services (EOVS) to oversee state-level veteran benefits and programs. EOVS replaced the Massachusetts Department of Veterans’ Services and, since its inception, has worked with the governor to improve veteran care and housing. In 2024, the governor signed An Act Honoring, Empowering, and Recognizing Our Servicemembers and Veterans, which seeks to update and expand health and wellness benefits for veterans. To support new initiatives, EOVS partnered with the authors on a comprehensive analysis of the well-being of veterans in Massachusetts. In this analysis, the largest of its kind since 2017, the authors identified unmet veteran needs and evaluated how well EOVS programs are serving veterans. The findings and recommendations presented in this report will provide valuable guidance for EOVS to ensure that its programs are aligned with what Massachusetts veterans need most. The authors also offer a draft strategic framework for EOVS to consider as it works toward strengthening strategic planning efforts in the years ahead.