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Kyle Landry has a diverse work experience. Kyle started working at All-Risks Insurance Brokers Limited in 2017, initially serving as the Director of Marketing until June 2022. From there, they transitioned into the role of Vice President of Operations. At the University of Windsor, they worked as a Research Assistant for a few months in 2017. In 2016, Kyle joined the Human Resource Association as the Vice President of Sponsorship, where they managed sponsorship and ensured the success of HRA events while offering support to Human Resource students.

Kyle Landry completed their Bachelor of Commerce, Honours Administration (B.Com.) degree at the University of Windsor from 2014 to 2018. Kyle then pursued a Master of Business Administration (MBA) at the same institution from 2018 to 2021. In addition to their academic qualifications, Kyle Landry obtained the following certifications: Level 2 - Unrestricted from the Registered Insurance Brokers of Ontario (RIBO) in June 2022, Canadian Accredited Insurance Broker (CAIB) from the Insurance Brokers Association of Canada in May 2022, and Level 1 - Restricted from the Registered Insurance Brokers of Ontario (RIBO) in May 2017.