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Synonyms

challenging

American  
[chal-in-jing] / ˈtʃæl ɪn dʒɪŋ /

adjective

  1. offering a challenge; testing one's ability, endurance, etc.

    a challenging course;

    a challenging game.

  2. stimulating, interesting, and thought-provoking.

    a challenging suggestion.

  3. provocative; intriguing.

    a challenging smile.


challenging British  
/ ˈtʃælɪndʒɪŋ /

adjective

  1. demanding or stimulating

    a challenging new job

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Etymology

Origin of challenging

First recorded in 1300–50; Middle English, as a gerund; 1835–45 for sense of "testing one's ability"; see challenge ( def. ), -ing 2 ( def. )

Explanation

If something is challenging, you better bring your "A game." It isn't going to be easy but you will get to test your skills as you push yourself, like completing a challenging crossword puzzle or a challenging hike up a mountain. Another meaning of challenging is "causing to question values or assumptions," like a challenging movie that makes you re-evaluate your attitude about something. In other words, it challenges what you believe. People sometimes use challenging as a polite — and far more positive — substitute for troublesome or problematic, as in, "This challenging situation will require everyone's patience."

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Vocabulary lists containing challenging

Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

Despite the overall labor market looking a bit stronger in recent months, the employment outlook for teenagers remains challenging.

From Barron's • May 25, 2026

“It’s just two teams that are challenging each other at the highest level of basketball,” Thunder superstar and league MVP Shai Gilgeous-Alexander said.

From The Wall Street Journal • May 25, 2026

Further reporting by the Times and ProPublica revealed the agency was also challenging his claims of big losses on a Chicago development that could have resulted in a $100 million tax bill.

From Salon • May 25, 2026

And what I find fascinating about him is his ability to morph into new styles and to keep challenging himself.

From Los Angeles Times • May 25, 2026

It was a case challenging the Alabama Department of Public Safety’s decision to administer state driver’s license examinations only in English.

From "The New Jim Crow" by Michelle Alexander

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