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Jon Randall has extensive work experience in the non-profit sector, specifically in roles related to analytics, information systems, planning, strategic analysis, and project coordination. Jon has worked at City Year and FirstLine Schools. At City Year, they held positions such as Vice President of Analytics & Special Initiatives, Director of Planning for the New Schools Division, Strategic Planning Project Lead, Sr. Manager of Strategic Analysis, Business Analyst in Human Resources, Business Analyst in Development, and Special Projects Coordinator in Care Force. Their most recent position was as the Director of Information Systems at FirstLine Schools.

Jon Randall began their education at UMass Boston in 2002, where they pursued a Bachelor's degree in Economics until 2006. Following a break of several years, they then attended the Nucamp Coding Bootcamp from 2020 to 2031 to study front end web development.