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Oliver Wakefield has had a diverse range of work experiences. Oliver started their career as a Production Worker at AQUA FABRICATIONS LIMITED in July 2021 and transitioned to the role of Internal Sales in July 2022. Concurrently, they were a Student at Newcastle University from September 2019 to July 2022. Oliver was also a Football Player at Newcastle University Football Club during the same time period. In June 2020, they participated in a Virtual Vacation Scheme at Legal Cheek. Prior to their university years, Oliver worked as a Bartender at The Billinge Arms from May 2019 to September 2019.

Oliver Wakefield completed their A-levels in History, English Language, and Classical and Ancient Studies at Merchant Taylors Boys' School in Crosby between the years 2017 and 2019. Following that, they pursued a degree in Law at Newcastle University from 2019 to 2022. In terms of additional certifications, Oliver obtained the LexisNexis Basic and Advanced Certification from LexisNexis Legal in October 2019, as well as the Westlaw Basic UK Certification Course from Thomson Reuters in the same month and year. Unfortunately, no information is available about Oliver's education prior to attending Merchant Taylors Boys' School.