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Dayna Armstrong's work experience begins in 2005 as a Production Coordinator for Full Stop Films. From 2005 to 2007, they also worked as a Conference Services Coordinator at Wilfrid Laurier University. In 2007, they joined D2L and held various roles including Sales Coordinator, Sales Operations Analyst, Sales Operations Analyst Team Lead, Business Process Analyst, Partner Program Manager, Senior Partner Account Manager, Product Manager, and Corporate Product Management Director. In 2022, they worked as the Director - Product Management at Rosalyn.ai and currently holds the position of Product Growth Director at Bongo.

Dayna Armstrong studied at Wilfrid Laurier University from 2003 to 2007, where they obtained an Honours Bachelor of Arts degree with a field of study in Communications. In addition, they have obtained the certifications of Professional Scrum Product Owner II from Scrum.org in June 2020, and Professional Scrum Product Owner I from Scrum.org in November 2018.