Usually means: Facilitate smooth and easy progress.
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We found 6 dictionaries that define the word grease the skids:

General (3 matching dictionaries)
  1. grease the skids: Oxford Learner's Dictionaries
  2. grease the skids: Wiktionary
  3. grease the skids: TheFreeDictionary.com

Computing (1 matching dictionary)
  1. grease the skids: Encyclopedia

Miscellaneous (1 matching dictionary)
  1. grease the skids: Idioms

Slang (1 matching dictionary)
  1. grease the skids: Urban Dictionary

Definitions from Wiktionary (grease the skids)

verb:  (informal, idiomatic) To create conditions likely to produce or hasten favorable future developments.

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