Although the school principal's role has been growing in importance, the methods used to select principals have not changed much since the 1950s. Moreover, researchers have seldom scrutinized principal selection methods; yet, significant procedural issues exist. The concept of "fit" has been used within principal selection for decades, but researchers appear to disagree on whether "fit" is an effective criterion and whether its use may foster discrimination. This primarily qualitative study explored the perceptions and practices of top-level district administrators regarding the use of "fit" within principal processes through a conceptual framework of "cloning cultures" which raise significant equity issues for non-Caucasian selection participants. Results of this study indicate participants define "fit" both similarly and differently, they believe "fit" is an important attribute sought in selection, using "fit" within selection has both advantages and disadvantages, and selecting principals based on "fit" does not guarantee that a principal will "fit" the school and district community. Therefore, the concept of "fit" should be clearly defined and operationalized. In addition, objective assessment criteria should be developed if "fit" is to be used within principal selection processes to promote equality within selection practices.