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Diana Thomson began their work experience in 2003 as a Senior Account Manager at Metasoft Systems, where they worked until 2008. From 2008 to 2009, they served as the Sales Director at PincGiving. In 2010, they worked as an Interactive Design Student at Capilano University, and then in 2011, they interned as a Community Manager at CrowdFanatic Online Inc. From 2012 to 2014, Diana worked as an Information Architect, UX & Visual Designer at Tidal Interactive, where they were responsible for innovating user experiences and visual design. In 2014, they joined iQmetrix as a Senior UX Designer and later took on the role of Data & Analytics Product Manager from 2018 to 2019. From 2019 to 2020, they served as the UX Design Lead at iQmetrix, and in 2020, they became the Director of Product Design. Additionally, Diana worked as a UX Design Instructor at Capilano University from 2020 to 2020.

Diana Thomson completed their Diploma in Interactive Design at Capilano University from 2010 to 2012. In 2018, they obtained Foundation, Focus, and Build certification in Product Management from Pragmatic Marketing. Diana also pursued a degree in Web Technologies with a focus on Web Design and Communications at the British Columbia Institute of Technology from 2009 to 2011.