calculating
Americanadjective
-
capable of or made for performing calculations, especially arithmetical calculations.
a calculating machine.
-
a wise and calculating lawyer.
-
selfishly scheming.
a cold and calculating dictator.
- Synonyms:
- designing
adjective
-
selfishly scheming
-
shrewd; cautious
Other Word Forms
- calculatingly adverb
- noncalculating adjective
- uncalculating adjective
- uncalculatingly adverb
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.
Vocabulary lists containing calculating
The House of the Scorpion
Looking to grow your vocabulary? Check out this interactive, curated word list from our team of English language specialists at Vocabulary.com – one of over 17,000 lists we've built to help learners worldwide!
Novel Study: Of Mice and Men, Chapters 1–3
Interested in learning more words like this one? Our team at Vocabulary.com has got you covered! You can review flashcards, quiz yourself, practice spelling, and more – and it's all completely free to use!
Mississippi Trial, 1955
Want to remember this word for good? Start your learning journey today with our library of interactive, themed word lists built by the experts at Vocabulary.com – we'll help you make the most of your study time!
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 scheme started after the EU's Common Agricultural Policy began calculating subsidies based on land instead of livestock in 2014.
From Barron's • Apr. 3, 2026
This may have been because he was a foreigner, or a calculating businessman, but Ms. Goldring makes the case that it was Holbein’s irreplaceable artistic prowess that kept him in the king’s good graces.
From The Wall Street Journal • Mar. 27, 2026
While high-dimensional vectors can be compressed through vector quantization, that technique comes with its own memory issues as it requires calculating and storing additional data, “partially defeating the purpose of vector quantization,” Google said.
From MarketWatch • Mar. 25, 2026
If this was a crime of passion, it was meticulously laid out, but eventually it was exposed as a cold and calculating house of cards that came crashing down.
From BBC • Mar. 23, 2026
Maddie’s calculating smile took on a slightly evil cast.
From "Book Scavenger" by Jennifer Chambliss Bertman
![]()
Definitions and idiom definitions from Dictionary.com Unabridged, based on the Random House Unabridged Dictionary, © Random House, Inc. 2023
Idioms from The American Heritage® Idioms Dictionary copyright © 2002, 2001, 1995 by Houghton Mifflin Harcourt Publishing Company. Published by Houghton Mifflin Harcourt Publishing Company.