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Olivia Cookson has a diverse work experience spanning different industries. Olivia has been working as a Marketing and Communications Specialist at oOh! since April 2023. Prior to that, they worked as a Communications Coordinator at City Rail Link Ltd from June 2021 to April 2023. Olivia also has experience in the retail sector, having worked as an Online Coordinator at Seed Heritage from January 2021 to June 2021, and as a Retail Assistant at Seed Heritage from September 2017 to January 2021. Additionally, they worked as an Exam Superviser at Pakuranga College in November and December 2018. Olivia's earlier roles include working as a Retail Assistant at North Beach from April 2016 to September 2017, and as a Data Entry Administrator at Ipsos from November 2016 to February 2017.

Olivia Cookson attended Macleans College from 2012 to 2016, although their degree and field of study during this time are unspecified. Olivia then pursued higher education at The University of Auckland from 2017 to 2020. At the university, they obtained a Bachelor of Arts (BA) degree with a focus on Sociology and Communications, as well as a Bachelor of Commerce (BCom) degree specializing in Management and Commercial Law.