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Matthew Short has a diverse work experience, beginning with a Substitute Teacher role at Cabarrus County Schools in 2008. In 2005, they were a Senior Web-Content Manager at Duke University Sports Information, where they were responsible for maintaining and creating content for the official website of Duke University's athletic program. In 2007, they held an internship as a Human Resources Generalist at Orleans Parish School Board. From 2009 to 2016, they worked at Teachscape in various roles, including Senior Customer Success/Project Implementation Manager and Project Manager. In 2016, they joined Frontline Education as a Senior Project Manager and Senior Customer Success Manager. Most recently, in 2021, they became a Customer Success Manager - Enterprise at GoReact.

Matthew Short attended Duke University from 2004 to 2008, earning a Bachelor of Arts (B.A.) in Political Science and Government, as well as a BA in US History: Political Theory. In 2021, they obtained a certification in The Persuasion Code: The Neuroscience of Sales from LinkedIn.