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Bailey Gill started their work experience as an intern at the Dallas Stars Foundation in January 2018. They then worked as a Continuous Improvement Intern at Sypris Solutions, Inc. from June 2019 to August 2019. Bailey continued working at Sypris Solutions, Inc. and held the role of Continuous Improvement Analyst from February 2021 to December 2021. Currently, Bailey is employed as a Continuous Improvement Manager at Sypris Solutions, Inc. starting in December 2021. They also have experience in ticket operations for SMU Men's Basketball from November 2017 to March 2019.

Bailey Gill's education history begins with their attendance at the Kentucky Country Day School from 2010 to 2014, where they did not pursue a specific degree or field of study. From 2014 to 2016, Bailey attended the College of the Holy Cross, where their field of study was Economics, although no degree was mentioned. Following this, Bailey enrolled at Southern Methodist University from 2016 to 2018 and obtained a Bachelor of Science degree in Sport Management. Subsequently, Bailey pursued a Master of Science degree in Management from the Southern Methodist University - Cox School of Business, completing the program in 2019. Finally, Bailey completed their education in 2020 with a Master of Business Administration (MBA) from the Southern Methodist University - Cox School of Business. No specific field of study was indicated for the MBA program.