Research indicates a shortage of principals by the year 2012 (NASSP, 2002). While graduate schools indicate an increase in the number of graduating candidates in school administration, many of these candidates are choosing not to enter the profession (Grogan & Andrews, 2002). Existing principals are leaving their positions prematurely (Battle & Gruber, 2010) which leads to the overarching question guiding this study: Are school administrators prepared to lead in the 21st century? The purpose of the study was twofold: (1) to determine individual members of school leadership teams' perceptions of the level of their application of identified skills deemed necessary to lead in the 21st century educational system; (2) to determine the teachers' perceptions as compared to the principals' perceptions as to utilization of these recognized skills by their principal. A quantitative study of principals' and leadership teams' perceptions of the use of identified skills and the teachers' perceptions of the principals' use of the identified skills deemed necessary for success in the 21st century (NASSP, 2011) was conducted. The "Leadership Skills Self-assessment" (NASSP, Reed, 2013) and the "Leadership Skills Observer Assessment" (NASSP, Reed, 2013) were utilized to survey principals, leadership teams, and teachers of a southeastern Louisiana school district. The current study differed from NASSP's original use of the instruments. Results were statistically analyzed using descriptive, factor analysis, correlational, and analysis of variance. Analysis of the data resulted in five major findings. [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://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]