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Sherry Shadow has a diverse work experience spanning several industries. Sherry began their career as a Business Development Manager at State Electric from 2001 to 2005. Sherry then worked as a Technical Recruiter and later as a Business Development Manager at Analysts International Corporation from 2014 to 2015. In 2015, they joined MAC Meetings & Events as a Destination Management Account Manager. From 2016 to 2021, they worked at the National MS Society, first as a Corporate and Teams Manager and later as a Senior Manager for Bike MS. Sherry then served as the Associate Executive Director at MoCannTrade from 2021 to 2022. Following that, they worked as the Assistant Director of Philanthropy for Corporate Partnerships at the Gateway Arch Park Foundation from 2022 to 2023. Currently, Sherry is the Director of Development for Special Events in the Midwest Region at Boys & Girls Clubs of America.

Sherry Shadow obtained a Certificate in Hospitality Administration/Management from Saint Louis University in 2016-2017. Prior to that, they attended Fontbonne University, where they pursued a Bachelor of Arts (BA) in Organizational Studies. Sherry'shigh school education was completed at Incarnate Word Academy High School.