With about four-fifths of incumbent community college presidents planning to retire within 10 years (Weisman and Vaughan 2002), leadership development is now an essential focus for community colleges. Successful colleges of the future will be the ones that today are cultivating new generations of leaders at all administrative levels. Community colleges must consider not only the presidency but the range of career positions including administrators, faculty, and staff. This research brief presents the results of a 2000 survey of community college senior administrators; the study examined career paths and backgrounds as well as the mechanisms administrators used to upgrade their skills and acquire additional knowledge and training. (Contains 14 figures.)