This study, based on data from library leaders at 100 colleges and universities in North America, shows how academic libraries approach hiring for the highest-level executive positions in the library. The report helps its readers to answer questions such as: What percentage of the highest level executive positions at academic libraries will open up over the next five years? To what extent will these positions be filled internally and to what extent through external hires? How well prepared are libraries for the expected wave of retirements in academic libraries in the near future? Indeed, will this wave or retirements indeed materialize? What does library leadership think of this perceived potential crisis in library leadership in the coming years? Overblown? Accurately described? How important are salaries and benefits, peer mentoring, and other factors in promoting or attracting library leadership? What has the library done to address leadership issues for the near future?