Usually means: Potential for positive outcome increase.
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We found 37 dictionaries that define the word Upside:

General (26 matching dictionaries)
  1. upside: Longman Dictionary of Contemporary English
  2. upside: Merriam-Webster
  3. upside: Oxford Learner's Dictionaries
  4. upside: American Heritage Dictionary of the English Language
  5. upside: Collins English Dictionary
  6. upside: Vocabulary.com
  7. Upside, upside: Wordnik
  8. upside: Cambridge Advanced Learner's Dictionary
  9. upside: Wiktionary
  10. upside: Webster's New World College Dictionary, 4th Ed.
  11. upside: The Wordsmyth English Dictionary-Thesaurus
  12. upside: Infoplease Dictionary
  13. upside: Dictionary.com
  14. upside: Online Etymology Dictionary
  15. upside: Cambridge Essential American English Dictionary
  16. The Upside, Upside (film), Upside (magazine): Wikipedia, the Free Encyclopedia
  17. Upside: Online Plain Text English Dictionary
  18. upside: Webster's Revised Unabridged, 1913 Edition
  19. upside: Rhymezone
  20. Upside: AllWords.com Multi-Lingual Dictionary
  21. upside: FreeDictionary.org
  22. upside: Mnemonic Dictionary
  23. upside: TheFreeDictionary.com
  24. upside: Wikimedia Commons US English Pronunciations

Business (6 matching dictionaries)
  1. MoneyGlossary.com (No longer online)
  2. upside: Webster's New World Finance & Investment Dictionary
  3. INVESTORWORDS (No longer online)
  4. Upside: Investopedia
  5. Upside: Financial dictionary
  6. BusinessDictionary.com (No longer online)

Computing (2 matching dictionaries)
  1. upside: Netlingo
  2. upside: Encyclopedia

Miscellaneous (1 matching dictionary)
  1. upside: Idioms

Slang (2 matching dictionaries)
  1. upside: Green’s Dictionary of Slang
  2. upside: Urban Dictionary

(Note: See upsides as well.)

Definitions from Wiktionary (upside)

noun:  The highest or uppermost side or portion of something.
noun:  (figurative) A favourable aspect of something that also has an unfavourable aspect.
noun:  (finance) An upward tendency, especially in a financial market etc.

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