Dog Tag Inc. is a nonprofit organization that seeks to help veterans, their spouses, and those who serve as their caregivers reintegrate into civilian life. The organization runs the Dog Tag Inc. Fellowship Program, a five-month entrepreneurial fellowship program designed to accelerate reintegration into civilian entrepreneurial and employment opportunities. This report describes efforts to help Dog Tag Inc. better understand how its fellowship program shapes the careers and life trajectories of its alumni. The authors conducted focus groups and interviews with program alumni to better understand their experience with the fellowship. Using this information, as well as existing quantitative data on Dog Tag Inc. alumni outcomes, the authors worked with Dog Tag Inc. to revise the organization's existing alumni survey to more adequately and meaningfully capture the longitudinal impacts of the Dog Tag Inc. Fellowship Program. They then fielded two waves of the revised survey, the results of which are presented here and complemented by qualitative data. In addition to providing valuable information to Dog Tag Inc. as the organization continues to expand and refine its programming, these findings are likely to be of interest to other organizations serving veterans, spouses, and caregivers. [This report was sponsored by Dog Tag Inc.]