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Ian O'Callaghan started their work experience in 2005 as a Technical Support Agent at Paddy Power Betfair. Ian then worked their way up to become the IT Support Desk Manager and later the IT Retail Application Support Manager. In 2023, they became the Senior Product Delivery and Engineering Manager at the same company. In 2024, they joined Applegreen as the Head of Information Technology Operations.

From 2003 to 2007, Ian O'Callaghan attended IT Tallaght and obtained an Ordinary Degree in Electronic Engineering, with a focus on Electrical and Electronics Engineering.