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7.7
@fitzyhistory
Teacher
AI Fluency Score
7.7/10
Assessed 11/27/2025
Velocity
With over three decades of experience as a secondary school history teacher, Steve is a thought leader in generative AI who has spent the past three years exploring its educational applications through a school awarded research grant. With a strong interest in technology and pedagogy, Steve is looking to expand his network and connect with AI-centric startups and other education initiatives hoping to learn more about the impact that generative AI will have in schools connected to student learning outcomes. Open to panel discussions, webinars, podcasts, and article contributions, he offers an informed and unique perspective on a cutting edge issue that is already transforming education.
His writing can be found on the Teaching in the Age of AI Substack.
He can be reached at:
Email: sfitzpatrick@hackleschool.org
Generated 12/1/2025
Stephen Fitzpatrick is a history teacher with over 30 years in education who has spent the past two years building sophisticated AI workflows for the classroom. He architects multi-step content pipelines, diagnoses prompt failures with precision, and has developed pattern recognition sharp enough to catch hallucinations before they reach students—skills honed through daily practice and documented across dozens of specialized Claude Projects and custom GPTs.
These capabilities position him at the intersection of pedagogical expertise and AI fluency precisely when schools need guides who've done the work themselves. His research grant-funded exploration and public writing on Teaching in the Age of AI suggest someone shaping how an entire profession adapts to this moment.
Stephen Fitzpatrick is the Director of Debate at Hackley School in Tarrytown, New York, where he has taught history in both the middle and the upper school since 1995. A graduate of both Scarsdale High School and Middlebury College, where he majored in history and played tennis, Mr. Fitzpatrick also holds a law degree from Albany Law School of Union University and a Masters in History from Teachers College, Columbia University. In August of 2025, Mr. Fitzpatrick received a Masters of Arts in Liberal Arts from the St. John’s College Great Books Graduate Program.
In addition to his teaching load, Mr. Fitzpatrick has coached the Mock Trial team, Moot Court Competition, Model Congress and Model UN, and helped lead an Ethics Bowl team to the semi-finals of the 2021 National High School Ethics Bowl.
During his tenure at Hackley, Mr. Fitzpatrick served as the Director of Curriculum for the Middle School and for the past thirteen years has worked closely with both the Public Debate Program and English Speaking Union promoting and organizing professional development workshops, tournaments, and outreach programs designed to expand debate and debate instruction into schools and classrooms in the tri-state area.
He helped launch the New York league of the Middle School Public Debate Program and is the President and founder of the East Coast High School Public Debate Program. Additionally, he was one of the founders of Debate Centered Instruction and coordinated the first DCI Summer Debate Institute and DCI Scholars program in 2021.
He is also a teacher mentor for the Harvard Case Method Project, an initiative designed to bring a unique pedagogical approach to deepen high school student’s understanding of American democracy. A member of Hackley’s committees on Generative Artificial Intelligence and RAIL , Mr. Fitzpatrick received an iGrant in 2023 through Hackley to research and learn about AI and is avidly pursuing professional development opportunities to help bring AI literacy to K-12 teachers.