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Jerome O'Flaherty has over 30 years of work experience, beginning in 1987 as a Developer for Financial Courseware. In 1995, they moved to CSK Software as an Architect. In 1998, they became the Chief Architect at Macalla Software. In 2004, they returned to Rosebud Software as a Senior Architect. In 2006, Jerome moved to Meteor Mobile Communication as an Enterprise Architect. In 2010, they became a Senior Product Manager at NewBay Software. In 2011, they became the Chief Product Architect at brite:bill. In 2017, they returned to Rosebud Software as the Chief Architect. Most recently, in 2018, Jerome became the Chief Architect at Sweepr.

Jerome O'Flaherty obtained a BSC in Computer Science from Trinity College Dublin between 1990 and 1994. Jerome also earned a Cert in Computer Application from Technological University Dublin between 1985 and 1987.