Proactive coping, directed at an upcoming as opposed to an ongoing stressor, is a new focus in positive psychology research. However, two differing conceptualizations of this construct create confusion. This study compared how each operationalization of proactive coping relates to well-being. Participants (N = 281) facing an upcoming college examination completed the Proactive Coping Inventory (PCI; consisting of two subscales that each assess one of the conceptualizations), the Proactive Competence Scale (PCS; that assesses the proactive coping process), and measures of well-being. The results demonstrated that conceptualizing proactive coping as a positively-focused striving for goals was predictive of well-being (the shared variance from affect, subjective well-being and physical symptoms), whereas conceptualizing proactive coping as focused on preventing a negative future was not. The first conceptualization of proactive coping's unique association with well-being was explained by two of the proactive competencies, use of resources and realistic goal setting, and the remaining variance in well-being was explained by the first factor of optimism. These results demonstrated that aspiring for a positive future is distinctly predictive of well-being and that research should focus on accumulating resources and goal setting in designing interventions to promote proactive coping.