Jim Gissy Chief Executive Officer
Jim Gissy is Westgate’s Chief Executive Officer and is a member of the company’s Executive Committee. He is responsible for overseeing all aspects of the company’s operations, sales & marketing and executive team.
Jim sits on the Board of Directors for the Westgate Foundation and is a major sponsor of the University of Florida Natural History Museum's efforts to support a Sustainable Florida Aquifer and Spring System. Jim is also the Board Chair and largest investor in Starboard Cruise Services, the preeminent retailer at sea with a footprint across some of the largest names in the cruise industry.
Since joining Westgate in 1984 as a sales representative, Jim’s talent was quickly noticed as he began setting sales records throughout the company and the industry. As a result of his tremendous sales ability and his talent in leading and developing others, he was promoted to sales manager after only eight months and over the next several years, Jim significantly expanded his management responsibilities, culminating in his appointment as Executive Vice President of Sales and Marketing in January 1990. In 1996, Jim was the recipient of the exclusive ARDY Award from the American Resort Development Association (ARDA) as the Top Sales Executive and has received numerous other industry accolades and awards over his nearly forty-year career.
In addition to his responsibilities at Westgate, Jim has amassed a large real estate portfolio as one of Central Florida’s largest real estate investors and is one of the largest players in the Central Florida real estate market. Jim is the largest private landowner on Florida’s renowned spring-fed Rainbow River - home to the fourth largest natural spring in the state of Florida where he owns thousands of feet of river frontage across more than a thousand acres of pristine Florida land.
Jim graduated from St. Johns River College in Florida with a degree in general business.
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Westgate Resorts is a diversified hospitality company headquartered in Orlando, Fla., featuring the largest privately held timeshare resort club in the world and a portfolio of more than 60 resort properties. The company offers spacious villa accommodations, world-class amenities, and family-friendly destinations in sought-after locations such as Orlando, Las Vegas, Gatlinburg, Park City, and Myrtle Beach. In 2025, the company expanded its footprint with the addition of VI Resorts by Westgate, enhancing its presence in the Pacific Northwest, Hawaii, Canada, and Mexico. Since its founding in 1982, Westgate has focused on creating memorable vacations and delivering exceptional service, while maintaining a commitment to innovation, hospitality, and community engagement. Whether guests are seeking relaxation, adventure, or a combination of both, the company's 9,000 Team Members provide personalized and value-driven getaways tailored to every traveler's needs.