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
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
It was taken in July 2022 at the Edgewood Tahoe Resort, during an annual tournament where high rollers at the property’s casino are rewarded for their questionable impulses by being paired on the course with celebrities.
—David Amsden, Rolling Stone, 29 Aug. 2025
See All Example Sentences for high roller
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
It was taken in July 2022 at the Edgewood Tahoe Resort, during an annual tournament where high rollers at the property’s casino are rewarded for their questionable impulses by being paired on the course with celebrities.
—David Amsden, Rolling Stone, 29 Aug. 2025
See All Example Sentences for high roller
Recent Examples of Synonyms for high roller
Noun
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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
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Who believes that, with the U.S. Congress poring over Epstein's emails, there isn't still more appalling material about Andrew and his spendthrift ex-wife Fergie to be exposed?—
Jack Royston,
MSNBC Newsweek,
5 Nov. 2025
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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Saudi Arabia is the world’s fifth-biggest military spender, with $64 billion earmarked for defense this year.—
Matthew Martin,
semafor.com,
6 Feb. 2026
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But not all childless people are spenders.—
Medora Lee,
USA Today,
4 Feb. 2026
Cite this Entry
“High roller.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/high%20roller. Accessed 14 Feb. 2026.
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