The purpose of this qualitative study was to understand counseling site supervisors' experiences of and preparation for the individual supervision of group work with counselor trainees who were conducting group work as a part of their practicum and/or internship experience. An interpretative phenomenological analysis (IPA) approach was the chosen methodology. Nine participants who were licensed counselors with a supervisor designation in a large midwestern state participated in semi-structured interviews. Following data collection and analysis guidelines by Smith et al. (2009), a total of three superordinate themes were identified: (a) "Inadequate to be a Supervisor of Group Work," (b) "Supervisor Reliance on First-Hand Experiences," and (c) "Shaping Supervision for the CT." Implications and recommendations for the five core areas of counselor education and supervision were provided and limitations of the study were discussed. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]