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Jerry Roy has a diverse work experience spanning various industries, including business consulting, sales and business development, and golf instruction. Jerry began their career in 2004 as a Range Attendant at Pinewood Park Golf Course, eventually working their way up to Assistant Golf Professional and Proshop Attendant. In 2008, Jerry became a PGA of Canada Class "A" Professional, earning recognition for achieving the highest exam mark across Canada. Jerry continued their golf career at Fairmont Banff Springs as a Fairmont Banff Springs PGA of Canada Golf Professional. Jerry also worked at Brock University as a Marker/Grader, assessing business plans and information technology projects. From 2011 to 2014, they served as a Sales and Business Development Representative at Standard Land Company Inc, contributing to sales efforts in the Oil & Gas and Telecom industries. Most recently, Jerry worked as a Business Lead at McElhanney, where they focused on understanding the company's operations, client selection, and market sector trends in order to deliver integrated solutions to clients.

Jerry Roy obtained an Honours Bachelor of Business Administration with a concentration in International Business from Brock University between 2006 and 2010.