sweetheart deal

noun

plural sweetheart deals
chiefly US
: an unusually advantageous arrangement or agreement
If they wanted to leave, they could have done so before the stadium expansion and received a sweetheart deal from someplace else.—Nick Canepa
especially : one that is obtained through personal or business connections or influence
Those shows were produced by the same company that broadcast them, prompting their creators to fret about sweetheart deals … —Brian Lowry
The company also used its clout to cut through the logjam of carrier requirements that had stifled innovation in the phone industry for years, essentially forcing AT&T into a sweetheart deal that put Apple in the driver's seat. —Brian X. Chen

Examples of sweetheart deal in a Sentence

Recent Examples on the Web
Examples are automatically compiled from online sources to show current usage. Read More Opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback.
One low ebb came in 1973 with the loss of many contracts to the Teamsters Union, which struck sweetheart deals with growers. — James Rainey, Los Angeles Times, 28 Oct. 2026 That now looks like a sweetheart deal—a coup for the Brewers. — Brady Brickner-Wood, New Yorker, 26 Oct. 2026 The case might just come down to which city is willing to offer the best sweetheart deal for an arena and a slew of tax incentives for the Blazers to come. — Esfandiar Baraheni, New York Times, 30 July 2026 To proponents of the new measure, the acquisition would represent a sweetheart deal. — Shomik Mukherjee, Mercury News, 19 July 2026 See All Example Sentences for sweetheart deal

Word History

First Known Use

1948, in the meaning defined above

Time Traveler
The first known use of sweetheart deal was in 1948

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Cite this Entry

“Sweetheart deal.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/sweetheart%20deal. Accessed 14 Nov. 2026.

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