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high-rolling

American  
[hahy-roh-ling] / ˈhaɪˈroʊ lɪŋ /

adjective

Informal.
  1. gambling, spending, or living extravagantly or recklessly.

    high-rolling gamblers; a high-rolling investor.


Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

In recent years, Beijing has cracked down on high-rolling gamblers and their agents, once responsible for the majority of Macau’s casino revenue, forcing companies like Las Vegas Sands to pivot to mass-market customers.

From Barron's • Jan. 29, 2026

Ethics Commission, Lee finally broke his silence, divulging details of the high-rolling trip and insisting that he paid for his share.

From Los Angeles Times • Jun. 12, 2025

By the encore, he'd given up all pretence of being a high-rolling playboy.

From BBC • Mar. 30, 2025

Too bad, too, because both teams looked every bit the high-rolling risk-takers that the betting houses love.

From Seattle Times • Jan. 30, 2024

The ear-splitting, chrome-encrusted Hog that Jann loaned me was a thrilling ride, and my high-rolling companions were friendly enough.

From "Into Thin Air" by Jon Krakauer

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