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Douglas Harper's Etymology Dictionary
high-roller

"extravagant spender," by 1873, American English, probably originally a reference to a gambler throwing dice.

Wiktionary
high-roller

n. (alternative spelling of high roller English)

Usage examples of "high-roller".

Back in the casino, Ennis heard the dreary bleating of a keno machinesounded as if one of the high-rollers back there was temporarily a few dollars richer.

The Riviera, with its jet-setters and high-roller socialites, has been drug-dealer heaven for a long, long time.