The association between parental military work factors and adolescent's well‐being was examined. Data were collected from 1036 military youth. Using a within‐group design, we examined adolescent's well‐being related to parental absence, school and neighbourhood transitions, paygrade/rank and participation in military‐sponsored activities, and differentiated outcomes by sex and age. Two parental work factors primarily influenced adolescent's well‐being, parental paygrade/rank and engagement in military‐sponsored activities. Parental paygrade/rank was the only factor uniformly related to poorer well‐being, and this variable likely represents a more complex set of family circumstances. Engaging in military‐sponsored activities served as a resource and was related to enhanced well‐being. Individual‐level differences and implications for social workers are discussed.