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Taylor Swift Has Never Won a Grammy for Record or Song of the Year. With Three No. 1 Hits Eligible for 2027, Which Will She Choose for Victory?

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CitrixNews Staff
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Taylor Swift Has Never Won a Grammy for Record or Song of the Year. With Three No. 1 Hits Eligible for 2027, Which Will She Choose for Victory?
Sep 9, 2026 12:04pm PT Taylor Swift Has Never Won a Grammy for Record or Song of the Year. With Three No. 1 Hits Eligible for 2027, Which Will She Choose for Victory?

The fact that she'll be running an Oscar campaign for the 'Toy Story 5' song 'I Knew It, I Knew You' could affect whether she's favoring that or 'The Fate of Ophelia' in making Grammy submissions.

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Chris Willman

Senior Music Writer and Chief Music Critic

ChrisWillman See All LOS ANGELES, CALIFORNIA - FEBRUARY 04: Taylor Swift accepts the Album Of The Year award for “Midnights” onstage during the 66th GRAMMY Awards at Crypto.com Arena on February 04, 2024 in Los Angeles, California. (Photo by Kevin Winter/Getty Images for The Recording Academy) Getty Images for The Recording Academy

There are two points of view you could take on Taylor Swift and her Grammys history: (a) Swift has been a Grammys hoarder. (b) Swift has gotten robbed by the Recording Academy… regularly. Which of these contradictory statements is true?

How about both of them? They’re not actually as oxymoronic as they appear; it just depends which categories you’re considering. On the one hand, Swift is the all-time top honoree when it comes to Album of the Year, having picked it up four times (for “Fearless,” “1989,” “Folklore” and “Midnights,” spread out over a period of 14 years). She got so much attention for that record-shattering four-peat that there may be a popular perception that she’s already won enough Grammys for one person’s lifetime. In all, she’s picked up 14.

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