In early 2017, the chief executive officer (CEO) of Raintree Resorts International, Inc. was contemplating the next moves for the timeshare company he had founded in 1997. He and his team had focused their attention on creating and developing properties in the world’s top destinations. The CEO felt privileged to have built the best vacation destinations for people, but the company was at a turning point. He was intrigued by disrupters in the broader industry of hospitality, such as Airbnb (the largest provider of rooms without hotel ownership) and Uber (the US$66 billion company that provided rides but did not own a single taxi). Should the CEO grow his company’s existing properties, develop new ones, or do something else entirely?
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