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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.

See Examples For:

That’s before calculating expenses for gear, food, water and other vital supplies.

From Salon Jul. 24, 2026

“Aemond is such a calculating character and everything he does is premeditated. He’s so in control of himself. I found myself offering up the same take every single take.”

From Los Angeles Times Jul. 20, 2026

"We're essentially trying to create a tree that shows both the relationships of all the different species in the tree, while also calculating when those branches probably diverged," Dr. Churchill says.

From Science Daily Jul. 19, 2026

The Bed Bath successor had alleged that the blockers were “illusory” and that Hudson Bay “repeatedly dishonored that system, calculating their beneficial ownership in violation of SEC rules.”

From The Wall Street Journal Jul. 8, 2026

Then and there, in a fever of impatience, we got out the gunny bags and the tall brass measure, and set to calculating quantities and prices.

From "Nectar in a Sieve" by Kamala Markandaya

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