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Ollie Brothwood has a diverse work experience beginning in 2015 when they were a Marketing Assistant at Marston's PLC. In 2019, they began working as a Marketing Consultant for Cullercoats Brewery Ltd and a Business Development Assistant for Hughes Paddison Solicitors. That same year, they also became the Owner of Oliver Studios Clothing. In 2021, they became an Account Executive and Business Development Associate for Gravity Sketch, and a Business Development Associate for JONEX Global.

Ollie Brothwood attended The King's School, Worcester before going on to study Marketing & Management at Newcastle University, where they graduated in 2020.