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skip·per 1

1. Nautical The master of a ship.
2. A coach, director, or other leader.
tr.v. skip·pered, skip·per·ing, skip·pers
To act as the skipper of.

[Middle English, from Middle Dutch, from scip, ship.]

skip·per 2

1. One that skips.
2. Any of numerous butterflies of the families Hesperiidae and Megathymidae, having a hairy mothlike body, hooked tips on the antennae, and a darting flight pattern.
3. Any of several marine fishes that often leap above water, especially a saury.


slang the practice of sleeping rough
[C20: of unknown origin]
References in classic literature ?
And I should like to see one more capable of skippering their side
Loomis, 55, was skippering the Royal Polaris when a homemade explosive blew up in the hands of second skipper James ``Rollo'' Heyn, 39, of San Diego, killing him.
Bonnie Gibson, skippering the Stella Maris, contacted the students after the race.