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Kelly Dennison has a diverse work experience in the maritime industry. Kelly started their career at Sea-Land Service in 1994 as an Account Executive for the Americas Service. In 1996, they joined Sea-Land Service again, this time as a Pricing Manager for Atlantic Services.

In 1999, Dennison moved to Horizon Lines where they held multiple positions. Kelly began as a Marketing Manager for Puerto Rico Services and led marketing initiatives and managed pricing analysts. Kelly then became the Director of Corporate Marketing & Communications, where they designed and executed brand strategy, corporate communications, and public relations for a company with $1 billion in sales. Kelly also worked on major brand initiatives and facilitated marketing during the company's IPO.

Dennison continued at Horizon Lines as the Director of Hawaii Marketing & Pricing, responsible for marketing and pricing strategies to achieve profitability and revenue targets. Kelly also led process improvement in rate quotation channels. Kelly later became the Director of Strategic Accounts, where they managed key national accounts in the retail and manufacturing sectors and exceeded individual and corporate sales targets.

In 2015, Dennison joined The Pasha Group as the Director of National Accounts, where they directly managed key national accounts located in the eastern U.S. Later, they became the Director of Marketing Container Services, responsible for marketing container services. Finally, they were promoted to Vice President of Marketing & Government Relations for Pasha Hawaii, where they currently serve.

Kelly Dennison attended SUNY Geneseo from 1984 to 1986. However, no specific degree or field of study is mentioned in this period. Kelly then transferred to the University at Buffalo and obtained a BA degree from 1986 to 1989, with a focus on Geography and International Business.