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down at the heels

From Wiktionary, the free dictionary

English

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Adjective

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down at the heels

  1. Alternative form of down at heel
    • 2015 March 31, Margalit Fox, “Gary Dahl, Inventor of the Pet Rock, Dies at 78”, in The New York Times[1], →ISSN:
      A down-at-the-heels advertising copywriter when he hit on the idea, he originally meant it as a joke.