Gerard Winn

About Gerard

Gerard Winn is an accomplished Catholic educator and leader serving as the Chief Executive Officer for the Durham Catholic District School Board. Mr. Winn has over 24 years of experience and brings a wide range of knowledge, experience and expertise. Since joining DCDSB as a Superintendent of Education in 2020, Mr. Winn has overseen many key portfolios including Student Success, Safe and Caring Schools, Academic Services, Crisis/Trauma Response, Alternative Education and Family of Schools.

Prior to joining the DCDSB, Gerard worked at the Peterborough Victoria Northumberland and Clarington Catholic District School Board (PVNCCDSB) where he served in various roles including system principal of Special Education, system principal of eLearning, secondary principal/vice principal, special education consultant, special education resource teacher and elementary classroom teacher.  

Mr. Winn holds a Bachelor of Arts from Trent University, a concurrent Bachelor of Education from Trent University/Queen’s University, and a Master of International Education degree from Charles Sturt University. As a life-long learner, his additional certificates include Human Rights Law, Racial Equity Facilitator Training, Human Resources Law for Education Professionals, and Indigenous Canada Education. 

Provincially, Mr. Winn is a member of the Board of Directors for the Eastern Ontario Staff Development Network (EOSDN) and co-facilitates Module 4 of their Supervisory Officers Qualification Program.

A faith-filled and active member of his parish, alongside his wife and two teenage daughters, Gerard is committed to Catholic education and nurturing strong relationships between home, school and parish. He believes Catholic education is an opportunity to foster equity for all students.

Portfolio

• Administrative Council
• Communications
• Durham Catholic Children’s Foundation
• Governance - Board of Trustees
• Ministry Reporting and Accountability
• Strategic Planning and Alignment

Director's Performance Appraisal 

Letter to Minister confirming completion of 2025-2026 Director Performance Appraisal

The full evaluation cycle included legislatively required community consultation process with the following groups:

• All Board Members
• Student Trustees
• Members of Board Committees
• Staff members who directly report to the Director of Education
• Catholic School Council members
• Union representatives and Employee Association representatives
• Principals and Vice-principals
• Representatives from the Archdiocese

Letter to Minister confirming the Director’s Performance Plan for 2025-2026 has been put in place

Letter to Minister confirming completion of 2024-2025 Director Performance Appraisal