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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.

She struggled to hoist herself into the high rolling chair at the teller window.

From The Wall Street Journal • Dec. 27, 2025

Surrounded by miles of empty countryside, the small community of Hanover is something of an island on the high, rolling plains southeast of Colorado Springs.

From Los Angeles Times • Dec. 19, 2016

Attempting to turn around would have plunged the bow of a seriously overloaded boat into the teeth of high, rolling waves with only a kayak paddle for power.

From Washington Times • Feb. 21, 2016

That may be as much high rolling as most of us can do these days.

From New York Times • Jan. 11, 2010

We passed over the high rolling prairie, where but a few and scattered cabins then existed, but which is now the site of Kansas City, a beautiful city of 90,000 inhabitants.

From Recollections of Forty Years in the House, Senate and Cabinet An Autobiography. by Sherman, John

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