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
Relevance
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
Synonyms & Similar Words
Antonyms & Near Antonyms
Example Sentences
Examples are automatically compiled from online sources to
show current usage.
Read More
Opinions expressed in the examples do not represent those of Merriam-Webster or its editors.
Send us feedback.
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
-
The Boston Red Sox could be aggressive, and have the prospects to swing a deal.—
Ian Miller OutKick,
FOXNews.com,
11 May 2026
-
In 1981, reggae artist Bob Marley died in a Miami hospital at age 36 after battling an aggressive skin cancer.—
Chicago Tribune,
Chicago Tribune,
11 May 2026
Adjective
-
Following its founding in 1963, the gallery embarked on an adventurous run that included exhibitions for artists such as Warhol, Tinguley, Gerhard Richter, Sol LeWitt, Donald Judd, Anthony Caro, and Bruce Nauman during its first decade.—
Alex Greenberger,
ARTnews.com,
9 May 2026
-
The menu puts the focus on perfectly charred steaks and chops (the 32-ounce ribeye is ideal for two) while a few surprises like short rib ramen, pierogi stuffed with farmers cheese, and cauliflower steak satisfy more adventurous eaters.—
Taryn Shorr-Mckee,
Midwest Living,
8 May 2026
Adjective
-
This sort of attention to dessert is otherwise increasingly rare; too many ambitious kitchens pour all their resources into their savory menus and then punt on the sweet courses, serving a scoop of gelato in a fancy coupe, or a slice of cake assembled off-site.—
Helen Rosner,
New Yorker,
10 May 2026
-
To this day, Galaxy and its sequel are the series’ most conceptually ambitious entries.—
Billie Bugara,
Pitchfork,
9 May 2026
Adjective
-
What started as a competition turned into a block party as the skaters shared the space, showing their most daring moves without the pressure of competing.—
Tony Le Calvez,
San Diego Union-Tribune,
7 May 2026
-
For her appearance at fashion’s biggest night, the French influencer paired the metallic top with a similarly daring skirt — the French label’s caryatid draped jersey skirt, per Lomellini — in a shade of powdery blue, and wore a pair of strappy white heels.—
Bailey Richards,
PEOPLE,
4 May 2026
Adjective
-
But creating that space has proven challenging, with plans for two new shelters in the city limits abandoned in recent years after fierce neighborhood opposition.—
Ryan Gillespie,
The Orlando Sentinel,
9 May 2026
-
Wildlife refuges and other nature areas protect 40% of Block Island, and residents are renowned for their fierce opposition to anything that might imperil their pristine Atlantic home.—
CNN.com Wire Service,
Mercury News,
8 May 2026
Cite this Entry
“Enterprising.” Merriam-Webster.com Thesaurus, Merriam-Webster, https://www.merriam-webster.com/thesaurus/enterprising. Accessed 13 May. 2026.
Copy CitationLove words? Need even more definitions?
Merriam-Webster unabridged
