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Nathan Woolley has a diverse range of work experience. Nathan began their career at BSV Recruitment Limited in 2016 as a Resource Apprentice. Nathan then moved on to GVC Group in 2017, where they worked as a Customer Services Manager until 2019. In 2019, they joined Alcon as a Customer Support Representative and later transitioned to the role of Internal Account Manager until 2022. In 2022, they joined TAG Aviation as a Sales Executive and stayed there until 2023. Currently, they are working at VistaJet as a Fleet Sales Executive.

Nathan Woolley's education history includes attending Farnborough College of Technology from 2017 to 2018, where they pursued an A Level degree in Politics, Business, and Media Studies. Prior to that, they attended All Hallows Catholic School in Farnham from 2010 to 2016, although no specific degree or field of study is provided for this period.