Might mean (unverified): Effort or struggle against obstacles.
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We found 2 dictionaries that define the word headwark:

General (2 matching dictionaries)
  1. headwark: Merriam-Webster
  2. headwark: Wiktionary

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Definitions from Wiktionary (headwark)

▸ noun:  A headache.

Similar:
headwound, headake, head, headache, headtire, headpiece, headpeace, waterhead, warhead, headpan, more...

Opposite:
tailwind, following wind, downwind

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Similar:
headwound, headake, head, headache, headtire, headpiece, headpeace, waterhead, warhead, headpan, more...

Opposite:
tailwind, following wind, downwind



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