Prior research on stressful events has largely ignored their potential impact on motivational processes. This study prospectively examined the association of a stressful event with control strivings in the school-to-work transition. Five waves of data on stressful events, control strategies, and potential mediating variables were collected from an adolescent sample in Berlin (N = 420) during the year before high school graduation. The occurrence of a stressful event (death of family member, parent divorce) predicted a decline in general career-related and specific apprenticeship-related control strivings. This association was mediated by a decline in control-related means-ends beliefs. Proximity to the deadline of graduation exacerbated this association for apprenticeship-seeking control strivings, but this effect was buffered by usage of selective secondary control strategies (cognitive strategies to enhance commitment to a goal). Thus, stressful events can exacerbate challenges and require additional means of control striving.