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Chris Bailey has worked in various roles since 2012. From 2012 to 2014, they were the Managing Director of STAFFicient Services and the Co-Owner of GOganic. Chris was also the Evening Manager of the Cape Town School of Photography during this time. From 2016 to 2017, they were a Sales Representative at Rubicon where they gained basic knowledge of solar system components and industrial printing labels and design. From 2017 to 2021, they were a Sales and Marketing Analyst at Enel X, where they provided assistance on all marketing related exercises through the digital spectrum, procured and managed contracts, rolled and forecasted budgets, and analyzed leads. In 2021, they were a Sales and Product Manager at IBC SOLAR South Africa (Pty) Ltd. Currently, they are a Business Development Manager at Solarise Africa.

Chris Bailey completed a Bachelor of Commerce (BCom) in Marketing at Varsity College from 2012 to 2016. Chris then completed a Business Sustainability Management course at the University of Cambridge Institute for Sustainability Leadership in May 2017. Prior to that, they completed AS-1 levels at Diocesan College in 2011, studying Business Studies, English, and Maths. Chris attended Diocesan College from 2006 to 2010.