LAY SUMMARY Balancing family and work is always challenging for working women; however, military service presents especially nuanced and unique challenges to women serving in the U.S. military. Family planning, and in particular marriage and children, have distinct impacts on servicewomen’s professional careers. Their chosen professions often intersect and detract from their family planning choices. Within a larger study of gendered experiences, women from all four branches of the U.S. military, representing a variety of familial statuses and occupations, noted the complex and challenging intersections of family and work they encountered over the course of their military careers. As in other professions, military women bear disproportionate familial burdens compared with their male counterparts, and challenges pertaining to marriage and children regularly affect their professional careers. However, the military presents heightened professional demands on family planning, including marital status, marital partners’ professions, pregnancy, maternity, and parenthood. These additional challenges women in the military face regarding family planning often run counter to organizational efforts to encourage women’s participation, promotion, and retention in the military.