Autonomy and fit with the job are important reasons why employees thrive at work, yet surprisingly little research has examined the implications this may have on how employees perceive their career opportunities, both within and outside the organization where they currently work. Drawing on self-determination theory, we propose that the more employees manage their career in a self-directed manner, the more likely they are to consider themselves to have good career opportunities both within and outside their current organization. However, we propose that, while good person–job fit may push an employee to see increasing opportunities within their current organization, it is equally likely to make the employee less inclined to see opportunities for career advancement outside the organization. Analyses on data gathered from a sample of 902 knowledge workers support our model. We conclude that person–job fit strongly influences the degree to which employees perceive opportunities for internal and external career mobility. The results have implications for research on self-directed career management, person–job fit, and the dynamics of the career mobility issue