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Jamie Boyle has a diverse work experience spanning over several industries and roles. Starting in 1989, they worked as a Facility Attendant at the Thornhill Community Centre for the Town of Markham. Jamie held various positions at the Town of Newmarket, including Customer Service Associate, Supervisor of Customer Service, Training Facilitator, and Acting Manager of Customer Service. During their tenure at the Town of Newmarket, they also served as the Chief Positivity Officer. Jamie also worked as a Professor at Seneca College, teaching a new course in partnership with the Town of Newmarket. Prior to that, they worked as a Facility Attendant at the Cardinal Golf Club. Jamie also has experience as an Installer at Schlumberger and a Technical Recruiter at Aerotek. Additionally, they worked for eight summers as a Sports Director and Social Executive at Bangor Lodge Ltd, a family resort. Overall, Jamie has gained extensive experience in customer service, supervision, training, and facility management throughout their career.

Jamie Boyle obtained a Diploma in Forestry and Natural Resources Law Enforcement from Fleming College, where they studied from 1993 to 1997. Prior to that, Jamie attended York University in 1992-1993 and studied Kinesiology and Exercise Science. In 2015, Jamie obtained certification as a facilitator for the "7 Habits of Highly Effective People" by Franklin Covey.