1
as in aggressive
having or showing a bold forcefulness in the pursuit of a goal
the company is claiming that there will be huge financial rewards for enterprising sales representatives
Synonyms & Similar Words
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Antonyms & Near Antonyms
2
as in adventurous
inclined or willing to take risks
enterprising people of vision were responsible for the boom in technological industries
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Antonyms & Near Antonyms
Example Sentences
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Recent Examples of enterprising
During the night, an enterprising photographer with a telephoto lens sneaked upstairs in a building opposite Children’s and found a window in line with Patrick’s room.
—
Steven Levingston, Vanity Fair, 23 Feb. 2026
Keen observers, Anglophiles, and anyone who watches movies made before 1972 will notice more than a casual similarity to Kind Hearts and Coronets, the old Ealing comedy in which an enterprising young Dennis Price attempts to off his relatives in order to claim the family fortune.
—David Fear, Rolling Stone, 19 Feb. 2026
Perhaps some enterprising Democrat or Republican will come along who exhibits more faith in our constitutional system, governs with the foresight that there are more elections to come than just the next one — and reaps the benefits.
—David M. Drucker, Twin Cities, 11 Feb. 2026
In the early years of fantasy football, the most enterprising commissioners would produce write-ups, type them up and mail them out.
—Eddie Brown, San Diego Union-Tribune, 18 Jan. 2026
See All Example Sentences for enterprising
Steven Levingston, Vanity Fair, 23 Feb. 2026
Keen observers, Anglophiles, and anyone who watches movies made before 1972 will notice more than a casual similarity to Kind Hearts and Coronets, the old Ealing comedy in which an enterprising young Dennis Price attempts to off his relatives in order to claim the family fortune.
—David Fear, Rolling Stone, 19 Feb. 2026
Perhaps some enterprising Democrat or Republican will come along who exhibits more faith in our constitutional system, governs with the foresight that there are more elections to come than just the next one — and reaps the benefits.
—David M. Drucker, Twin Cities, 11 Feb. 2026
In the early years of fantasy football, the most enterprising commissioners would produce write-ups, type them up and mail them out.
—Eddie Brown, San Diego Union-Tribune, 18 Jan. 2026
See All Example Sentences for enterprising
Recent Examples of Synonyms for enterprising
Adjective
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Gone was the meek servant child, replaced by a confident woman who remained composed during aggressive cross-examination.—
Yudhijit Bhattacharjee,
New Yorker,
18 May 2026
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The new reality finds those legacy players, with the single exception of Disney, playing defense as tech’s flywheel spins faster, and their pursuit of TV ad dollars becomes even more aggressive.—
Alex Weprin,
HollywoodReporter,
18 May 2026
Adjective
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The adventurous activity allows travelers the chance to come eye-to-eye with a shark from the safety of a cage, from the Galapagos Islands to the Western Cape of South Africa.—
Kristine Hansen,
Travel + Leisure,
14 May 2026
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Un Certain Regard has an excellent track record for this kind of thing — formally adventurous films that leave audiences slightly altered.—
Seth Abramovitch,
HollywoodReporter,
14 May 2026
Adjective
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The plans, however, were complicated by the project’s ambitious scope.—
Ed Meza,
Variety,
16 May 2026
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Chelsea are ninth, four points off a European place that was once an expectation and now looks an ambitious target.—
Sukhman Singh,
New York Times,
16 May 2026
Adjective
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For the less daring, there are a total of five trails inside the park.—
Marnie Hunter,
CNN Money,
14 May 2026
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The unit famously killed Usama bin Laden in 2011 in a daring raid deep into Pakistan.—
David Hookstead OutKick,
FOXNews.com,
13 May 2026
Adjective
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Elsewhere, Juventus was roundly jeered after losing 2-0 at home to fierce rivals Fiorentina, while Como held on for a 1-0 win over Parma to leave Cesc Fàbregas’ team still in with a chance of qualifying for the Champions League just seven years after playing in Italy's fourth division.—
ABC News,
ABC News,
17 May 2026
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In the remote native villages of Kipnuk and Kwigillingok, on the coast of the Bering Sea, Halong’s fierce flooding lifted homes off their foundations and carried them down a river with people still inside.—
Ella Nilsen,
CNN Money,
17 May 2026
Cite this Entry
“Enterprising.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/enterprising. Accessed 19 May. 2026.
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