Join Dean  in this episode of the Canadian Education Leadership Show where we sit down with Evelyn Gianopoulos, Associate Director of Schools in Upper Grand School District, Ontario. Evelyn opens up about her journey transitioning from a teacher to a leadership role, tackling challenges like imposter syndrome, and the crucial role of humility and confidence in leadership. We explore gender dynamics in leading a predominantly male IT team and the role of strong female role models. The discussion dives into the integration of AI in education, addressing the ethical considerations, opportunities for personalized learning, and the potential for AI to streamline operational efficiencies. We also uncover Evelyn's significant one-to-one deployment initiative aimed at promoting equity and accessibility. Lastly, discover how she balances work with personal life, finding joy in hobbies, physical activities, and the nature of Orangeville community.00:00 Overcoming Imposter Syndrome in Leadership00:55 Introducing Evelyn Gianopoulos02:43 Career Journey and New Beginnings06:12 Challenges and Growth in Leadership Roles08:49 Gender Dynamics in Leadership13:00 Building a Positive and Inclusive Culture19:53 Innovative Practices and AI in Education28:49 Exploring Efficiency in Education30:34 The Complex Role of School Leaders33:31 Challenges in Implementing One-to-One Strategies39:32 Advice for Aspiring Educational Leaders42:52 Personal Reflections and Gratitude46:43 Leisure and Unwinding47:58 Hidden Gems in the Upper Grand Region