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Bailey Alexander has a comprehensive work history, with experience in various fields. In 2023, they worked as an EA to the CEO/Founder at The Soho Group. Prior to that, from 2021 to 2023, Bailey held multiple roles at The Urban Journal, including Producer/Culture and Music Editor and Staff Writer. In 2021, they also worked as a Social Media Consultant at TG Consulting Ltd and as an Intern at Cntrl Room Management. From 2019 to 2021, Bailey worked as a Writer and Deputy Music Editor at The Boar. Additionally, they served as the Arts and Culture Editor at The Warwick Globalist from 2020 to 2021. Bailey also held various positions in 2020, such as Arts Coordinator at Warwick LGBTUA+ Professional Network, Radio Show Host at RaW 1251AM, and Bar Staff at RAVENSTALL LTD. Lastly, they worked as a RAW Breakfast co-host at RaW 1251AM from January to April 2020.

Bailey Alexander began their educational journey at Whitgift School in 2011 and completed their studies in 2016. Following this, they continued their education at Whitgift School from 2016 to 2018. Bailey then pursued a Bachelor of Arts degree in English Literature at the University of Warwick from 2018 to 2021. Currently, in 2021 and 2022, Bailey is enrolled at UCL, where they are working towards a Master of Arts degree in United States Studies, with a focus on History and Politics.