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Madison Olugbode began their work experience as a Student-Athlete at Southern Illinois University Edwardsville from 2008 to 2012. They then worked as a Business Operations Specialist for the San Francisco 49ers from June 2012 to August 2015. They joined Devcon Construction in August 2015 as a Field Engineer until September 2017, then moved on to become a Project Engineer from September 2017 to February 2019. They ended their time at Devcon Construction as a Senior Project Engineer from February 2019 to December 2021. Next, Madison worked as a Project Manager at DPR Construction from January 2022 to February 2023. Currently, they hold the position of a Sales Development Representative at Extracker, starting in February 2023.

Madison Olugbode attended Southern Illinois University Edwardsville from 2008 to 2012, where they studied Business Administration and earned a Bachelor of Science degree. During their time at university, Madison did not specify a specific degree name. Additionally, in 2010, Madison attended John Cabot University for a short period, focusing on Business Administration with a specialization in Entrepreneurship.