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Christopher Bailey has a diverse work experience that spans various industries and roles. Christopher started their career as a Snowboard Instructor at SnowDome Ltd. before moving on to roles in information technology at Drive Assist UK Ltd, CPP Group plc, and GSA Techsource. Bailey also worked at Ocado as a Recruitment & Attraction Manager and TA & HCM Implementation Lead, and at The Works Stores Ltd as a TA Project Manager. Currently, they are working at Greene King as an Operations & Excellence Lead and continues to provide software and web development solutions on an ad-hoc basis for multiple clients as a Freelance Development Consultant at FirstNet Direct Ltd.

Christopher Bailey attended Woodhouse High School where they completed their GCSE and A-Levels. Christopher then pursued Independent Learning to study Business & Information Technology in 2007-2008, followed by a degree in Business Management with Information Systems from the University of Hertfordshire from 2016-2020. Additionally, they obtained a certification as a SmartRecruiters Expert Administrator from SmartRecruiters in 2023. Bailey also took a short course in Microsoft Excel, focusing on advanced formulas, in 2017.