Student military veterans pursuing higher education present with unique career development needs. To better understand these needs, the authors conducted an exploratory study to examine career transition readiness, career adaptability, academic satisfaction, and satisfaction with life among 134 student military veterans (34 women, 100 men). Results indicated statistically significant positive correlations between satisfaction with life scores and scores on measures of career transition readiness and career adaptability. Regression results demonstrated that career transition readiness and career adaptability predicted satisfaction with life, but not academic satisfaction. The findings suggest a need to understand the complexity of student veterans’ career and academic development in both research and practice.