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Margaret McGregor has been working in the business world since 2016. Margaret began their career as a Loss Prevention Officer at Kohl's Department Stores, where they were responsible for performing surveillance to customers and associates as it related to theft, initiating suspect detention and investigation of retail theft offenses, and gathering and documenting evidence as it pertained to theft. In 2018, they moved on to Cresco Labs, where they held the roles of Cultivation Manager, Lead Gardener, and Cultivation Agent. Currently, they are a Business Development Representative at Trym.

Margaret McGregor has been pursuing higher education since 2017. Margaret is currently enrolled in Joliet Junior College, where they are working towards an Associate's Degree in Applied Science of Marketing. Margaret is also pursuing a Certificate in Business Core and a Certificate of Entrepreneurship/Entrepreneurial Studies at Joliet Junior College. In addition, they have obtained several certifications, including a Cultivation Technician Cannabis Certificate from Green Flower (November 2021), an Apprentice Grower Certification from Colorado Cannabis School (February 2018), a HempStaff Dispensary Training Certification from HempStaff (December 2017), a Commercial Operational Pesticide from the Illinois Department of Agriculture (August 2019), and a Pesticide Applicator from the Illinois Department of Agriculture (June 2020).