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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.

The proposed Bilirakis commission also would evaluate whether the current formula for calculating annual cost-of-living adjustments accurately reflects the financial realities facing seniors, including inflation.

From MarketWatch • Jun. 5, 2026

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

From Los Angeles Times • May 28, 2026

It matters because of what it signals to every other newsroom watching — every executive calculating the cost of compliance versus resistance, every journalist wondering whether their employer will protect them.

From Salon • May 13, 2026

Musk's lawyers seized on the entries to portray Brockman as a calculating opportunist.

From Barron's • May 11, 2026

Ever since we’d left Burnt Mill Creek, Cade Hernandez must have been calculating some method for successfully extracting an “Oh” from me, and when it finally happened he musically pounced.

From "100 Sideways Miles" by Andrew Smith

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