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Diana Rosson has had a diverse range of work experience in the IT and hospitality industries. Diana currently holds the position of Director of IT Project Management at Allivet since August 2023. Prior to this role, they were a Technical Program Manager at Allivet from August 2020 to August 2023. Before joining Allivet, Diana worked as an IT Business Analyst at World Travel Holdings, Cruise One, and Dream Vacations from June 2017 to March 2020. Diana also held various roles at Spirit Airlines, including Senior IT Business Analyst, Project Management, Website Release Analyst, and QA Analyst from July 2011 to June 2017. Diana's earlier experience includes being the Lead Quality Assurance Engineer at Atlantis Resorts from July 2008 to October 2010, and serving as a Quality Assurance Team Lead at Carnival Cruise Line from April 1997 to December 2006. Diana started their career at Sandals Resorts International, where they worked as a Senior Hotel Operations professional from April 1992 to August 1996.

Diana Rosson obtained their degree in Computer Science A.A. from Miami Dade College, where they studied from 2011 to 2014. Prior to that, they attended Florida National University from 1991 to 1993 and earned a degree in Travel and Tourism, Hotel Management, specializing in Tourism and Travel Services Management.