The purpose of this study is to examine the relationships among leadership skills and program effectiveness in the implementation of Clubhouse Rehabilitation programs. In light of the insufficient research in nonprofit organizations regarding leadership and its correlation to program effectiveness, this study seeks to understand relationships among leadership skills and program effectiveness in Clubhouse rehabilitation programs. The population was drawn from the 197 Clubhouses located in the United States. Leadership data was gathered using “The Competing Values Managerial Behavioral Instrument and Effectiveness Measures” developed by Lawrence, Lenk, and Quinn (in press) and adapted for use with this sample. Skills were correlated to program outcomes and effectiveness indicators. Biserial and Pearson correlations were used to examine relationships among leadership skills and program effectiveness. The leadership skill of motivator positively correlated to supported employment ratios. A one-way multivariate analysis of variance (MANOVA) was conducted to determine the outcome of effectiveness measures on the high and low complex leadership skills. A positive relationship between leadership skills and effectiveness were found in the following areas: (a) performance as a role model, (b) conceiving change efforts, (c) leading change, and (d) having an impact on the organization.