Usually means: Overconfidence expressed with excessive arrogance.
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We found 16 dictionaries that define the word cockiness:

General (13 matching dictionaries)
  1. cockiness: Merriam-Webster
  2. cockiness: Oxford Learner's Dictionaries
  3. cockiness: Collins English Dictionary
  4. cockiness: Vocabulary.com
  5. cockiness: Wordnik
  6. cockiness: Wiktionary
  7. cockiness: Webster's New World College Dictionary, 4th Ed.
  8. cockiness: Dictionary.com
  9. Cockiness (Love It), Cockiness: Wikipedia, the Free Encyclopedia
  10. cockiness: Rhymezone
  11. cockiness: FreeDictionary.org
  12. cockiness: Mnemonic Dictionary
  13. cockiness: TheFreeDictionary.com

Business (1 matching dictionary)
  1. cockiness: Legal dictionary

Miscellaneous (1 matching dictionary)
  1. cockiness: Idioms

Slang (1 matching dictionary)
  1. cockiness: Urban Dictionary

(Note: See cocky as well.)

Definitions from Wiktionary (cockiness)

noun:  The quality of being cocky

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