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Cindy Maxwell's work experience includes various roles at different organizations. Cindy began their career in 2004 at Sinai Health as a Physician and later became the Head of Division for Maternal Fetal Medicine. In 2022, they joined Women's College Hospital as the Vice President of Medical Affairs and Systems Transformation. Additionally, they have held multiple positions at the Temerty Faculty of Medicine, University of Toronto, including Professor, Vice Chair of Equity Diversity and Inclusion, and Residency Program Director. Cindy has also served as a Governing Council Member for the Provincial Council for Maternal and Child Health.

Cindy Maxwell's education history is as follows:

- From 2021 to 2023, they pursued an Executive MBA in Health and Life Sciences at the University of Toronto - Rotman School of Management.

- From 2001 to 2004, they completed a Maternal Fetal Medicine Fellowship at the University of Toronto.

- From 1997 to 2001, they attended Harvard Medical School and earned a DABOG in Obstetrics, Gynecology, and Reproductive Medicine through their residency program.

- In 1992, they obtained a Doctor of Medicine (MD) degree from both Harvard Medical School and the Massachusetts Institute of Technology (MIT).

- From 1988 to 1992, they studied Chemistry at Harvard University, earning an AB degree.