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Madison Calkins has a diverse work experience spanning a range of industries and roles. They most recently worked at Tesla Government Inc. as a Senior Project Manager, starting in May 2023. Prior to that, they held the position of Project Manager at the same company from July 2021 to May 2023.

Before joining Tesla Government Inc., Madison worked as an Analyst at Hive Group from October 2020 to July 2021. They also gained experience in the hospitality industry, serving as an Assistant General Manager at The Bridge Cafe from May 2019 to May 2020, a Shift Manager from January 2018 to May 2019, and a Barista from September 2017 to January 2018.

Madison also had internships at the International Fund for Agricultural Development (IFAD) as a Partnership and Resource Mobilization Intern from September 2019 to March 2020, at Metis Strategy as an Intern from June 2019 to August 2019, and at BLUE SAGE Consulting, Inc. as a Research Assistant from December 2016 to August 2018.

In addition, Madison served as an Intern at the Office of Congressman Joe Kennedy III in the U.S. House of Representatives from January 2018 to May 2018. They also gained experience in event coordination and customer service as a Summer Activities Coordinator and Pool Concierge at Hopkinton Country Club from May 2014 to September 2017.

Madison's earlier work experience includes serving as a Career Center Programs Assistant at American University from September 2016 to May 2017.

Madison Calkins obtained a Bachelor of Arts degree in International Studies from American University, where they studied from 2016 to 2019. Madison also pursued International Relations at Universidad Diego Portales starting in 2018, although information regarding the end date is unavailable. Prior to their university studies, they completed their high school education at Hopkinton High School from 2012 to 2016 and earned a High School Diploma.