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Synonyms

calculating

American  
[kal-kyuh-ley-ting] / ˈkæl kjəˌleɪ tɪŋ /

adjective

  1. capable of or made for performing calculations, especially arithmetical calculations.

    a calculating machine.

  2. shrewd; cautious.

    a wise and calculating lawyer.

  3. selfishly scheming.

    a cold and calculating dictator.

    Synonyms:
    designing

calculating British  
/ ˈkælkjʊˌleɪtɪŋ /

adjective

  1. selfishly scheming

  2. shrewd; cautious

"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 calculating

First recorded in 1800–10; calculat(e) + -ing 2

Explanation

Someone who's calculating is scheming to get exactly what they want, no matter the cost to other people. A movie's calculating villain might be determined to steal his innocent victim's money. The adjective calculating originally meant simply "doing calculations," or in other words, doing math. It quickly took on a figurative meaning that's become its main definition, used for anyone who directs their intelligence and know-how toward ruthlessly getting the best of other people. Your brother's calculating smile is a sure sign he's up to no good.

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Vocabulary lists containing calculating

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.

Calculating how you’d fare with a lower Social Security benefit is not yet a standard part of the financial-planning process, but it’s starting to be integrated into more projections.

From MarketWatch • Jun. 9, 2026

Calculating an individual’s wealth, however, is more art than science.

From Barron's • Apr. 1, 2026

Calculating his branch's sales for February, he says: "Of 14 sales, which is pretty good, five were sold as second homes."

From BBC • Mar. 7, 2026

Calculating velocity wasn’t precise until about 20 years ago, making it difficult to compare Joyce and Chapman to legendary flamethrowers such as Bob Feller and Nolan Ryan, who avoided injury while amassing staggering numbers.

From Los Angeles Times • Sep. 4, 2024

Calculating if he should block first or go directly for an attack.

From "Catching Fire" by Suzanne Collins

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