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Sky Calibey has worked in the tech industry since 2013. From 2013 to 2016, they served as the Principal at BigThunk Consulting. From 2016 to 2018, they worked at Creative360 LLC as a Product Manager, Junior UX Designer, and Brand Developer. Since 2018, they have been the Chief Solutions Architect, Co-Founder, and Co-Founder and Product Liason at Nifty.

Sky Calibey attended General Assembly in 2016, where they studied UX Design. Prior to that, they completed a Bachelor's Degree in Political Science and Government and Economics at the University of Connecticut in 2013.