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Kenny McCroskery has worked in a variety of roles at three different companies. Kenny began their career at Capital One in 2013 as an Associate Brand Manager (Analytics). Kenny then moved to Uber in 2014, where they held five different positions, including Senior Product Manager, Strategy and Planning Lead (Latin America), Manager, Strategy and Planning (United States & Canada), Strategy and Planning Senior Associate (United States & Canada), and Senior Regional Operations Manager. In 2022, they joined Seso Inc. as a Product Manager.

Kenny McCroskery obtained their Bachelor of Arts (B.A.) from Bowdoin College, studying History, Economics, and German.