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Andrew Highland has extensive work experience in finance and administration. Andrew began their career at Sears Canada as a Manager/Director General Accounting before moving on to roles such as Manager of Corporate Reporting and Controller for various departments within the company. Andrew later joined Hudson's Bay Company as a Director of Financial Reporting, where they led a team and was responsible for managing financial reporting and accounting processes. After that, they worked for Ciot Toronto Inc. as a Financial and Operations Controller, overseeing accounting processes, financial reporting, human resources, and IT support. Currently, Highland holds the position of Vice President of Finance and Administration at Canadian Bearings.

Andrew Highland attended Brock University, where they pursued a Bachelor of Business Administration (BBA) degree with a focus on Co-op Accounting. Additionally, they also studied at the Certified General Accountants of Ontario, and the Chartered Professional Accountants of Ontario. It is unclear when they started and when they completed their education at these institutions.