As president of CheapCaribbean.com, Josh Paine has transformed the company into America’s largest online travel partner for leisure travel to the Caribbean and Mexico. To date, the company has served more than 1.5 million customers by providing custom and affordable vacation packages through its website and expert-driven call centers.
Paine joined the CheapCaribbean.com team in 2006 as a member of its board of directors, and the following year, he was appointed Chief Financial Officer. In this role, he played a vital role in helping the company acquire its first round of financing. In 2008, Paine was elected as the company’s president and Chief Executive Officer. Under his leadership, CheapCaribbean.com achieved record growth and profitability.
Prior to his association with CheapCaribbean.com, Paine was the vice president of operations for JetPay, which supplies full processing and acquiring services to large e-commerce sites, and he was a Certified Public Accountant at PriceWaterhouseCoopers.