Teacher turnover is a costly problem. Since teacher working conditions influence teacher's satisfaction and career intentions, managers may theoretically increase teacher satisfaction and retention by fostering a school environment supportive of the highly-trained professional. Entrepreneurial Orientation is an organizational construct correlated with positive organizational outcomes in primarily private sector studies. This dissertation examines its application to the public sector, in particular to public schools. Because Entrepreneurial Orientation is a private sector construct, this exploratory study designs a related measure, Public School Entrepreneurial Orientation, a contextually appropriate measure of the school's relative support for teacher's expert, creative and enterprising work. The effect of Public School Entrepreneurial Orientation on teacher satisfaction and retention is examined using data from the 2014 North Carolina Teacher Working Conditions Survey to measure teacher's perceptions of the activities indicative of on important outcomes. Controlling for other influential factors, teacher satisfaction, career intentions and retention are improved in those organizations with certain professionally promising characteristics indicated by a higher level of Public School Entrepreneurial Orientation. The study confirmed the positive influence of both role-based Professionally Promising working conditions and Public School Entrepreneurial Orientation on teacher's satisfaction and career intentions. Additionally, while Professionally Promising workplace did not prove influential in actual school-level teacher retention, Public School Entrepreneurial Orientation had a small but significant effect on the school's retention of teachers. This suggests conditions where teachers act with agency are important for school management. Implications for school environments and building-level managers are 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://www.proquest.com/en-US/products/dissertations/individuals.shtml.]