ENTERPRISING Synonyms: 234 Similar and Opposite Words

enterprising

adjective

ˈen-tər-ˌprī-ziŋ

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

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

Recent Examples of Synonyms for enterprising

Adjective

Gregory Bovino, the controversial head of aggressive enforcement activities in Chicago and Minneapolis, resigned from the agency.

— Rick Pearson, Chicago Tribune, 27 Apr. 2026
That approach, paired with more outreach to Black residents, may help increase the city’s affordable housing stock and close the gap in Black homeownership, though some city council members have urged a more aggressive push on affordable housing.

— Lily Carey, Baltimore Sun, 27 Apr. 2026