The College Library Directors' Mentor Program has operated for more than 20 years, during which a substantial portion of the target audience of first-year library directors of small colleges has participated. Through this article, the authors identify the purpose of the program, describe its evolution and current status, and examine the nature of its achievement and reasons for its success. Finally, we offer recommendations and cautions as the program transitions to new leadership. [This article was written with Mignon Adams and Thomas G. Kirk Jr.]