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Stephen O'Malley has a diverse work experience spanning several companies. Stephen currently works at Callsign as the Chief Revenue Officer since March 2023. Prior to that, they served as the General Manager, EMEA at Callsign from September 2022 to March 2023. Before joining Callsign, Stephen worked at FICO where they held various roles, including Managing Director for Northern and Western Europe from October 2020 to September 2022, Managing Director for UK&I Financial Services and Nordic Markets from an unknown start date to October 2020, and as a Client Partner from February 2003 to June 2014. Stephen also had a role as a Client Manager at London Bridge Software from an unknown start date to 2005. Their earliest work experience was at AMS and American Management Systems, where they served as a Client Manager from an unknown start date to 2002 and as a Principal from an unknown start date to 2001, respectively.

Stephen O'Malley attended Bournemouth University from 1989 to 1993, where they pursued a BSc degree in Information Systems Management. Additionally, they have also been associated with St. John's College in Portsmouth; however, specific details regarding their degree or field of study at this institution are not available.