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Synonyms

calculating

American  
[kal-kyuh-ley-ting] / ˈkæl kyəˌleɪ 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

Derived 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.

Within weeks, insurance carriers will start calculating their premiums for 2027.

From Los Angeles Times • May 28, 2026

This underscores the importance of a true out-of-sample test when calculating AI’s track record.

From MarketWatch • May 8, 2026

This layer smooths the input data before calculating changes, avoiding the instability caused by traditional methods.

From Science Daily • May 6, 2026

Under cross-examination by OpenAI attorney Sarah Eddy, Brockman sought to reframe diary entries that Musk's lawyers had used the previous day to portray him as a calculating opportunist.

From Barron's • May 5, 2026

I know it sounds calculating, but if you're not cute, you might as well be clever.

From "Me Talk Pretty One Day" by David Sedaris

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