Usually means: Achieve advantage or improvement over.
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We found 9 dictionaries that define the word gain on:

General (8 matching dictionaries)
  1. gain on: Merriam-Webster
  2. gain on: Oxford Learner's Dictionaries
  3. gain on: Wiktionary
  4. gain on: Dictionary.com
  5. gain on: TheFreeDictionary.com
  6. gain on: Longman Dictionary of Contemporary English

Miscellaneous (1 matching dictionary)
  1. gain on: Idioms

Definitions from Wiktionary (gain on)

verb:  To encroach on.
verb:  To obtain influence with.
verb:  To win ground upon; to move faster than, as in a race or contest.
verb:  To get the better of; to have the advantage of.

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