The interview protocol that guided the process was developed based on review of the literature which included research by Jayawardena and Haywood [12]. Their conceptual study was the only study which presented an assessment of the potential factors inherent in the Caribbean that may impact expatriates assigned there. The interview protocol was semi-structured and was comprised of three major sets of questions. The first set included demographics, such as countries where each manager had previously worked and their educational background. The second set of questions was related to human resource factors, such as punctuality of employees, employee service levels, turnover rates, and level of education. Probing questions were used to elicit deeper understanding or to gain additional information. Managers were asked how these issues affected service quality as defined by the level and quality of services employees provided and how they were evaluated by guests. Service quality was considered a measure of how well the service level delivered consistently matched customer expectations [38]. The third set of questions used probing questions and sought to identify organizational and operational challenges faced by managers, such as inflation, exchange rates, and shortage of materials. The nine general managers who participated were from France, the United States, Greece, Belgium, Scotland, and Austria. All of the general managers had worked in the Jamaican hotel industry for a period of three months to twenty years. Each one had been a general manager from three to fifteen years.