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In 1893, after inadvertently traveling back in time, Lieutenant Commander Data asked a bellboy at the Hotel Brian for temporary lodging. The bellboy replied that it cost "six bits a day or four dollars a week." When Data replied that he had no money, the bellboy said he could not help him. Data later returned after winning a poker game and, with his winnings, rented a room and asked the bellboy to buy some items for him, saying he could "retain the surplus" for himself. (TNG: "Time's Arrow", "Time's Arrow, Part II")
In 2364, when Jean-Luc Picard first entered his Dixon Hill holonovel, based in the year 1941, he was still wearing his Starfleet uniform. Madeline, his secretary, observing the unusual attire, asked him if he lost another bet. Seeing that he was unsure of what she was referring to, she pointed out "the bellboy suit" and proceeded to ask if he was moonlighting at the Fairmont Hotel. (TNG: "The Big Goodbye")
In 2365, after discovering what appeared to be a real-life recreation of the Hotel Royale, Commander Will Riker, Lieutenant Commander Data and Lieutenant Worf were asked by the hotel bellboy if they were checking in, and were then told to head to the front desk. (TNG: "The Royale")