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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.

See Examples For:

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

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

Britain also announced asset freezes and travel bans on members of Russia's political and financial elite -- including those who have long enjoyed high-rolling lifestyles in London.

From Reuters Feb. 24, 2022

“No family anymore and no money: that was how I started, and it’s no different now. But it’s not a way up, even with high-rolling guys. You should know that.”

From "Genuine Fraud" by E. Lockhart

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