Usually means: Confront and deal with effectively.
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We found 9 dictionaries that define the word reckon with:

General (7 matching dictionaries)
  1. reckon with: Merriam-Webster.com
  2. reckon with, reckon with, reckon with: Oxford Learner's Dictionaries
  3. reckon with: Wiktionary
  4. reckon with: Dictionary.com
  5. reckon with: Dictionary/thesaurus

Business (1 matching dictionary)
  1. reckon with: Legal dictionary

Miscellaneous (1 matching dictionary)
  1. reckon with: Idioms

Definitions from Wiktionary (reckon with)

verb:  To settle accounts or claims with.
verb:  To deal with.
verb:  To take into account.

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