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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.

Because the company still uses the disputed cross-border method for calculating its taxes, Coke would likely owe more for 2010 through 2025.

From The Wall Street Journal • Jun. 21, 2026

She added that perpetrators of sextortion were often patient and calculating, building "that connection".

From BBC • Jun. 15, 2026

In addition to calculating where bitcoin stands today relative to its fair value, the model is also helpful in projecting its possible future return.

From MarketWatch • Jun. 11, 2026

At first blush, his lifetime Wins Above Replacement of 0.3 would indicate that he’s little better than the fictional minor league “replacement player” to which MLB players are compared in calculating the statistic.

From Los Angeles Times • Jun. 3, 2026

As it began to swing around the dial, her eyes followed it, watching, calculating, seeing down the long chains of meaning to the level where the truth lay.

From "The Subtle Knife" by Philip Pullman

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