One side has the word, one side has the definition. damn that guys a high roller and now i don't have any money left how am i going to get the brown sugar. A high roller, also referred to as a whale, is a gambler who wagers large amounts of money. The definition of a high roller varies. At Crown Casino in Australia. High roller definition, a person who gambles for large stakes, as in a casino. See more. Average of 5 votes: He had been a " high roller " until he came under the Rev. Neben den ganz "gewöhnlichen" Comps, erhalten die echten High Roller attraktive Geschenke wie Gratisübernachtungen bitte smiley Gratisflug mit dem Casino-eigenen Learjet. WORD OF THE DAY. See more synonyms on Thesaurus.