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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

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

The challenge in calculating the muon's behavior came largely from the strong force, the most powerful of the four known fundamental forces.

From Science Daily • May 19, 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

Riddle threw Dumbledore a long, clear, calculating look.

From "Harry Potter and the Half-Blood Prince" by J.K. Rowling

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