Usually means: Thorough, detailed examination or analysis.
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We found 5 dictionaries that define the word deep dive:

General (3 matching dictionaries)
  1. deep-dive: Wordnik
  2. deep dive: Merriam-Webster
  3. deep dive: Wiktionary

Business (1 matching dictionary)
  1. BuzzWhack (No longer online)

Computing (1 matching dictionary)
  1. deep dive: Netlingo

Definitions from Wiktionary (deep dive)

noun:  (underwater diving) An act of deep diving.
noun:  (idiomatic, often with into or on) An in-depth examination or analysis of a topic.
noun:  Used other than figuratively or idiomatically: see deep, dive.
verb:  Alternative form of deep-dive. [(intransitive) To engage in deep diving.]

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