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
Analysts have warned that a stock market slump could force high rollers to tighten their belts too, but some economists say there is reason to believe lavish spending will persevere.
—
Tristan Bove, Fortune, 12 Jan. 2026
The suspects allegedly used NBA Hall of Famer Chauncey Billups, the head coach of the Portland Trail Blazers, and former NBA player Damon Jones, 49, to attract high rollers.
—Louis Casiano, FOXNews.com, 28 Oct. 2025
Cipriani was a notorious high roller, known for winning huge amounts of money from casinos in Las Vegas (702 is the Vegas area code), giving it back to the poor.
—Barry Levitt, Time, 26 Sep. 2025
Then came oil and gas, the glamorous high roller that brought big money and big swings.
—Reid Rasner, Forbes.com, 10 Sep. 2025
See All Example Sentences for high roller
Tristan Bove, Fortune, 12 Jan. 2026
The suspects allegedly used NBA Hall of Famer Chauncey Billups, the head coach of the Portland Trail Blazers, and former NBA player Damon Jones, 49, to attract high rollers.
—Louis Casiano, FOXNews.com, 28 Oct. 2025
Cipriani was a notorious high roller, known for winning huge amounts of money from casinos in Las Vegas (702 is the Vegas area code), giving it back to the poor.
—Barry Levitt, Time, 26 Sep. 2025
Then came oil and gas, the glamorous high roller that brought big money and big swings.
—Reid Rasner, Forbes.com, 10 Sep. 2025
See All Example Sentences for high roller
Recent Examples of Synonyms for high roller
Noun
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The split screen of Bezos and his spendthrift wife, Lauren Sánchez, frolicking everywhere — including Paris Fashion Week — while the tech mogul defiles the crown jewel nurtured by Ben Bradlee and Kay Graham is sickening.—
Maureen Dowd,
Mercury News,
3 Feb. 2026
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That is all the more reason the state must get a better handle on its spendthrift ways.—
The Editorial Board,
Oc Register,
13 Jan. 2026
Noun
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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
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Secrets are revealed, prodigals return, intolerances surface and family bonds are tested.—
Greg Evans,
Deadline,
17 Apr. 2025
Noun
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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
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Ridley, traumatized by the cancer death of her mother and considered mostly a wastrel by those around her for pursuing a degree in the dread-inducing major of art history, knows a thing or two about the mythology behind these kindly rainbow-spewing creatures.—
Ryan Lattanzio,
IndieWire,
12 Mar. 2025
Noun
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Start with your biggest time waster and build from there.—
Jodie Cook,
Forbes.com,
23 Jan. 2026
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For example, default settings for focus time added blocking of sites in the categories Shopping, Tabloids, and Time wasters.—
PCMAG,
PCMAG,
13 Jan. 2025
Noun
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These sold their products, procured supplies and luxury goods, and wrote mortgages on their plantations and slaves when spenders like Thomas Jefferson lived beyond their means.—
Edward Lotterman,
Twin Cities,
15 Feb. 2026
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Only a small slice of users are both top consumers and top spenders—so scale alone won’t save you.—
Martin Moszkowicz,
Deadline,
14 Feb. 2026
Cite this Entry
“High roller.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/high%20roller. Accessed 21 Feb. 2026.
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