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Henry Holligon has a varied work experience, starting as an intern at Ramsey Crookall in 2016. Henry then worked as a sales attendant and bartender at the Hooded Ram Festival in 2018. Later that year they interned with Appleby and was involved in research projects for the Marketing team. In 2019 they worked as an intern at Microgaming, learning first-hand about the e-gaming industry. In 2020 they worked as an office junior for Isle of Man Insolvency Practitioner, Gordon Wilson & Co. Ltd. At BitcoinNews.com, they worked as a social media manager from December 2022 to May 2023. Henry also briefly worked as a Relai Squad Member at Relai in April and May 2023. Currently, they are a Marketing Executive at CoinCorner.

Henry Holligon attended King William's College and The Buchan School from 2008 to 2018. Henry did not earn a degree or have a specified field of study at this institution. From 2018 to 2021, they attended the University of East Anglia where they earned a Bachelor's degree in Business Administration and Management, General.