A predictive model of assistant superintendents willingness to become superintendent was created using three factors: personal (age, gender, marital status, and parenthood), professional (district size, district needs, and being mentored), and volition (willingness to appear for multiple interviews, give up their current position, be interviewed by search firms, build alliances within the community, and the desire to lead a district). One hundred and forty-nine assistant superintendents in diverse areas participated in a survey distributed in New York, 70 females and 79 males. The results showed the most influential variables in the assistant superintendent's willingness to become a superintendent are district size, type of mentorship, and volition for both females and males but to differing degrees.