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Bailey Simpson has a diverse work experience spanning multiple industries. They began their career in 2016 as a Student Fundraiser at the Iowa State University Foundation. From there, they progressed to become a Lead Fundraiser and eventually a Program Assistant. In 2017, Bailey took on the role of Senior Program Assistant before leaving the foundation in 2018.

In 2018, Bailey joined CCC (Compressor Controls Corporation) as a Human Resources Intern. They then transitioned into the position of Human Resources & Training Coordinator, where they worked until 2019.

Since 2019, Bailey has been working at Lines for Life. They started as a Mental Health Equity Communications Specialist as an AmeriCorps VISTA member. In 2020, they became a Project Coordinator in the Communications & Marketing department. Currently, Bailey holds the role of Project Manager in the same department.

Bailey Simpson attended Iowa State University's College of Liberal Arts and Sciences from 2015 to 2018. During this time, they pursued a Bachelor of Arts degree in Communication Studies and Sociology. In December 2021, Bailey also obtained a Project Management Certification from Portland State University's Center for Executive and Professional Education (CEPE).