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A captain was the leader of a sports team, usually chosen based on their skill and leadership abilities.
Also that year, to distract a guard at Vic's lounge while it was under the management of Frankie Eyes, Kasidy Yates flirted with him, asking if he'd gone to high school in Asheville, North Carolina. When he denied having done so, she said he looked like the captain of the football team, who she had had a crush on. (DS9: "Badda-Bing, Badda-Bang")