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Trudy Bray has accumulated extensive experience in finance and management roles throughout their career. Trudy started as a Senior Accountant at SB Partners in 2000 before moving on to McMaster University as an Internal Audit Manager in 2006. Trudy then transitioned to Joseph Brant Memorial Hospital as a Manager of Decision Support in 2010. Subsequently, they became an Interim Director at Joseph Brant Hospital & Foundation in 2015. In 2016, Trudy joined ErinoakKids Centre for Treatment and Development, where they held roles as Manager of Finance and later Director of Finance. Currently, they serve as the Director of Finance at St. Joseph's Healthcare Hamilton, starting in February 2021. Throughout their career, Trudy demonstrated their expertise in financial management and decision support roles.

Trudy Bray pursued a Bachelor of Arts degree in Accounting from the University of Waterloo from 1999 to 2003. Following this, they continued their education at the same university and earned a Master of Accounting degree in 2004.