as in spendthrift
someone who spends money freely or foolishly
in the carefree environment of a vacation, even a person of modest means has the urge to play the high roller
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Example Sentences
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Recent Examples of high roller
Its proximity to Manhattan (a 50-minute jaunt aboard the Metro-North Railroad) gave high rollers a convenient suburban annex for their ball and chains.
—
Charlie Hobbs, Condé Nast Traveler, 16 Feb. 2026
The tradition arrives with the Super Bowl every year, as much as part of the pregame lead into the contest as the arrival of the two teams, the weeklong Super Bowl Experience, and the never-ending parties with high rollers.
—Rick Hurd, Mercury News, 5 Feb. 2026
The high rollers in Hollywood wanted one last whiskey before the bar closed.
—Ken Rosenthal, New York Times, 16 Jan. 2026
Big flat-screen TVs flicker from every other yacht – the high rollers are back on their boats.
—Rick Steves, Chicago Tribune, 13 Jan. 2026
See All Example Sentences for high roller
Charlie Hobbs, Condé Nast Traveler, 16 Feb. 2026
The tradition arrives with the Super Bowl every year, as much as part of the pregame lead into the contest as the arrival of the two teams, the weeklong Super Bowl Experience, and the never-ending parties with high rollers.
—Rick Hurd, Mercury News, 5 Feb. 2026
The high rollers in Hollywood wanted one last whiskey before the bar closed.
—Ken Rosenthal, New York Times, 16 Jan. 2026
Big flat-screen TVs flicker from every other yacht – the high rollers are back on their boats.
—Rick Steves, Chicago Tribune, 13 Jan. 2026
See All Example Sentences for high roller
Recent Examples of Synonyms for high roller
Noun
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The Legislative Analyst’s Office is out with a smashing revelation: the spendthrift state legislature and Gov. Gavin Newsom have run up massive deficits that will force the next governor – Democrat, Republican or whatever billionaire Tom Steyer is today – to cut spending dramatically.—
Will Swaim,
Oc Register,
6 May 2026
-
These restrictions include spendthrift provisions in trust.—
Jay Adkisson,
Forbes.com,
6 Apr. 2026
Noun
-
Twenty-six James Bond films (the 25 Eon joints, plus the prodigal Never Say Never Again) are coming to Netflix this month.—
Bethy Squires,
Vulture,
2 Jan. 2026
-
Secrets are revealed, prodigals return, intolerances surface and family bonds are tested.—
Greg Evans,
Deadline,
17 Apr. 2025
Noun
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Delery ruminates on her wastrel youth.—
Literary Hub,
Literary Hub,
9 Apr. 2026
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He was raised on Chicago’s North Side by a wastrel father and a mother who struggled to put food on their table.—
Ron Grossman,
Chicago Tribune,
3 Aug. 2025
Noun
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The state Department of Environmental Protection is responding and will assist in the safe disposal of waster materials generated during the cleanup Morrisey said.—
Tim Stelloh,
NBC news,
22 Apr. 2026
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Start with your biggest time waster and build from there.—
Jodie Cook,
Forbes.com,
23 Jan. 2026
Noun
-
Sephora’s core loyalty program, Beauty Insider and soon after VIB for the top spenders, launched in 2007.—
Jenny B. Fine,
Footwear News,
8 May 2026
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Uber, a perennial, prolific political spender, seeks to kneecap a longtime foe, the Consumer Attorneys of California, through a measure that would limit the fees attorneys can collect in car crash cases.—
Sacbee.com,
Sacbee.com,
8 May 2026
Cite this Entry
“High roller.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/high%20roller. Accessed 21 May. 2026.
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