Academic leaders must have adequate leadership skills to be effective in their roles and achieve the college's goals; however, there is relative paucity of knowledge regarding preferences and preparation that midlevel academic leaders in career colleges have. A quantitative method with a correlational design was used to examine the relationships among the primary leadership style, leadership style adaptability, leadership preparedness, and prior leadership experience of midlevel academic leaders in career colleges. The research findings revealed no significant relationships among the variables. However, the relevance of leadership experiences gained by career college academic leaders prior to their entrance in academia should be considered in continuing discussions of supporting midlevel academic leaders in career colleges.