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Chester Bedell II has a diverse work experience spanning multiple industries. Their most recent role is as the Director of Partnerships at Tunnl, a position they have held since January 2022. Prior to that, they worked at Data Trust, where they held various positions including Business Development Director, Deputy Director of Business Development, Deputy Director of External Support, Data Services Analyst, and Data Collection Coordinator from 2016 to 2022. From 2017 to 2019, Chester served as the Data Director at the Republican State Leadership Committee. Chester also worked as a Research Analyst at Jeb 2016, Inc from 2015 to 2016. Additionally, Chester has experience in leadership roles, having served as the Co-Chair of the Wake Forest Traditions Council from 2013 to 2015. Chester also worked as a Summer Associate at The Health Management Academy in 2014. Chester's early career includes roles such as Resident Adviser at Wake Forest University - Residence Life and Housing, OPS Staff/IT Support at the University of South Florida College of Medicine from 2010 to 2013, and Shadowing of Hospital Positions at BayCare Health System in 2013. Chester also participated in the CareerTrek program at Wake Forest in 2012.

Chester Bedell II received their High School Diploma from Berkeley Preparatory School in 2011. Following that, they attended Wake Forest University from 2011 to 2015 and earned a Bachelor of Science (B.S.) degree in Mathematical Business.