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Stew McKinney has an extensive work experience spanning over several years and various roles. Stew is currently serving as the Chief Architect at Calibrate since 2022. Prior to that, they founded their own company, Wandermight Games, in 2018. Stew also founded SBM Consulting in 2013 and served as the Director of Engineering. Stew McKinney held leadership positions at Capital Rx, where they were the Vice President of Software Development from 2021 to 2022, and before that, the Senior Director of Software Engineering from 2020 to 2021. Stew worked as a Senior Platform Engineer at Paperless Post from 2017 to 2018. Additionally, Stew McKinney worked as a Senior Developer and Developer at The Barbarian Group from 2011 to 2013, and as the Founder of Kazoo Interactive from 2008 to 2010. Stew also worked as a Developer/Analyst at Recyclebank in 2010 and as a Senior UI Developer at Amedia Creative, Inc. in 2008.

Stew McKinney obtained their Bachelor's Degree in Mathematics and Computer Science from Boston College, where they studied from 2003 to 2007.