Question: How does the security boss of the firm listen to the conversation between the wife of Cruise and the secretary of the private detective, in the last scene of the hotel in the Bahamas? Why did he have any reason to suspect anything in the first place?
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Chosen answer: At first the security guy doesn't suspect Mitch any more than any other new associate hired by the firm. His job is to keep a close watch on all new associates to see if they realize the firm has mafia ties. He starts watching Mitch (Tom Cruise) more closely after he was approached by the government agents who wanted him to spy on the firm. He knows that Mitch now suspects there are illegal activities going on and may decide to aid the government. It is also shown that Mitch's house was being bugged, and it can be assumed the resort cabana regularly used by the firm in the Bahamas would also be bugged.
raywest ★