Ann Kerwin has acquired a wide range of experience in the private and not-for-profit sectors as an administrator/manager, voluntary board leader, fundraiser, facilitator, educator, trainer and mediator. Her career has included over three decades in secondary and adult education, and in administration as department head in social sciences when she taught at the Bishop Strachan School and Havergal College in Toronto. She also worked as director of community service in Toronto, Calgary and London, England and with both the public and private sectors to secure funding for women’s health research, youth programs and adult education.

Ms. Kerwin is a past Chair of the Women's College Hospital Foundation Board, and has served on the boards of Sunnybrook and Women's Health Sciences Centre, the Badminton & Raquet Club of Toronto and Smile Theatre. She currently serves on the Board of Governors of Havergal College. She is Vice Chair of the Bridgepoint Health Foundation Board of Directors, which she joined in 2006.