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Chuck Bailey has extensive work experience in the elevator industry. Chuck began their career as a Journeyman Elevator Technician at Virginia Elevator Co Inc in 1983 and worked there until 1990. Chuck then joined the Commonwealth of Virginia as an Elevator Maintenance Supervisor from 1990 to 1995. From 1995 to 2011, Chuck served as the Vice President at Virginia Elevator Co Inc. Following that, they worked as a Business Manager at KONE from 2011 to 2015. Chuck then joined Priority Elevator as Vice President from 2015 to 2020. Currently, they hold the position of Vice President of Business Development - Virginia Division at Metro Elevator since 2022.

Chuck Bailey attended Virginia Commonwealth University from 1978 to 1982 and earned a Bachelor's degree in History.