Usually means: Engaging in high-stake gambling.
Definitions Related words Mentions
We found 9 dictionaries that define the word high-rolling:

General (7 matching dictionaries)
  1. high-rolling: Merriam-Webster
  2. high-rolling: Oxford Learner's Dictionaries
  3. high-rolling, high-rolling: Collins English Dictionary
  4. high-rolling: Wordnik
  5. high-rolling: Infoplease Dictionary
  6. high-rolling: Dictionary.com
  7. high-rolling: TheFreeDictionary.com

Miscellaneous (1 matching dictionary)
  1. high-rolling: Idioms

Slang (1 matching dictionary)
  1. high-rolling: Green’s Dictionary of Slang

(Note: See high_roller as well.)

Definitions from Wiktionary (high roller)

noun:  (gambling) A gambler who wagers large amounts of money, usually in a casino.
noun:  One who has a lot of money and lives luxuriously.
▸ Also see high_roller


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