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I believe that it's just a straight nautical tie between Skipper's -- the chief of boats -- and the fact the manager is chief of the team.

The Team itself can be considered his boat.... I don't know if there was a specific incident that led to the popularizeing of Skipepr being used to term a manager, but the comparison between Captains of boats and Managers of teams shoudl be pretty clear.

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โˆ™ 2015-07-15 18:33:46
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Q: How did managers of a baseball team get the nickname Skipper?
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