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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

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

Other retailers and teams are seeking to capitalize on the Vegas pageantry by debuting special collections that can be shopped by high-rolling race attendees before they’re released more broadly.

From Reuters • Nov. 16, 2023

“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