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Brayden Cleary has diverse work experience in the fields of software engineering and data science. Brayden is currently employed at Flywheel Software as a Senior Software Engineer, where they have been working since May 2022. Prior to that, Brayden worked at Scribd as a Data Scientist from January 2018 to May 2019. Brayden also has experience at thredUP.com, where they served as a Data Engineer from January 2016 to August 2017 and as a Software Engineer from December 2013 to January 2016. Brayden's early career includes a position as a Software Engineer at Keas from May 2013 to October 2013 and as a Special Education Teacher at Chicago Public Schools from August 2011 to June 2012.

Brayden Cleary completed their secondary education at St. Paul's School for Boys from 1998 to 2007. Brayden then pursued higher education at Duke University from 2007 to 2011, where they focused on Public Policy Studies, History, and Economics.