Under David’s leadership, the Westgate portfolio of companies includes destination timeshare resorts, hotels, casinos, restaurants, water parks, spas, apartments, travel services, sports betting, citrus & land, insurance services and many other ventures throughout the United States. David Siegel is Westgate’s Founder, President & Chief Executive Officer as well as the Chair of its Executive Committee.Ī self-made visionary, David Siegel has spent more than forty years developing Central Florida Investments/Westgate Resorts into the largest privately owned company in Central Florida.