Objective: The aim was to study factors associated with staying in a dentist leadership position. Participants and methods: We used an electronic questionnaire to gather data from 156 current or former Finnish dentist leaders in 2014. Principal component analysis categorized statements regarding time usage and opportunities in managerial work into five main components. Associations between these main component scores and the tendency to stay as a leader were analyzed with logistic regression. Results: Out of the five main components, two were significantly associated with staying as a leader: `career intentions´, which represented intent to continue or to leave the leadership position; and `work time control opportunities´, which represented how leaders could control their own work time. Other factors that supported staying were leadership education, more work time available for leadership work, and lower age. The main component `work pressure´ decreased, although not significantly, the odds of continuing; it included lack of leadership work time, and pressure from superiors or subordinates. Conclusions: Leaders have important roles in health care, ensuring everyday operations as well as developing their organizations to meet future challenges. Knowledge of these supporting factors will enable dentist leaders and their organizations to improve working conditions in order to recruit and retain motivated and competent persons. In addition, well-designed education is important to inspire and encourage future leaders. Keywords: dentist leader, retention, management, public dental health service, questionnaire, education