This dissertation describes how entrepreneurial superintendents of educational service agencies (ESAs) recognize, determine and address common and distinct innovative characteristics within emerging or established regional educational environments. Because internal and external factors assist in recognizing innovative practices, this study verifies how superintendents obtain this information and reviews internal standard operating procedures. This study also explores if entrepreneurial activities can be replicated at other ESAs. The supporting roles of staff and governing board members of entrepreneurial ESAs are examined from superintendents' perspectives. This national study utilized an online questionnaire with 34 entrepreneurial ESA superintendents participating from 34 states and two state specific case studies from Minnesota and Pennsylvania, representing an emerging and established entity. This study concludes with summary analyses of the data, conclusions are offered, and suggestions are made for further study. [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/en-US/products/dissertations/individuals.shtml.]