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Kelly Jolliffe began their work experience as the Group Director of Sales at BDL Hotels in March 2003. Kelly held this position for two and a half years, leaving in October 2005. In November 2005, they joined ATLAS Hotels (formerly Somerston Hotels) as the Group Director of Sales. In this role, they led a remote team of regional sales managers and represented Corporate, Conference, and Leisure sales across the UK. Kelly worked closely with the General Managers and Hotel teams across 47 UK locations. The end date for their role at ATLAS Hotels is not provided.

Kelly Jolliffe attended Hermann Thomilton Shule from 1990 to 1994, but did not obtain a degree or specify a field of study during this time.