Recent research has found that a vast majority of people want to change their personality traits—and they may be able to find some degree of success in doing so. However, desires for self-change have been theoretically and empirically linked to reduced well-being. The present study utilized a longitudinal design to better understand the associations between people’s desires and attempts to change their personality traits and their psychological well-being. Results indicated that possessing change goals did not necessarily predict growing deficits in well-being over time. In contrast, people who were able to change their personality traits in ways that aligned with their desires tended to experience increases in well-being over time. These findings are consistent with theory that dissatisfaction can precipitate change goals, and successful change can ameliorate dissatisfaction.