Taylor Swift stands as a Grammy Award powerhouse with 14 total wins, yet a notable gap remains in her achievements. Despite being the biggest pop star of the 21st century with 15 number-one hits on the Hot 100, Swift has never claimed victory in either Record of the Year or Song of the Year categories. This absence from the Recording Academy’s most prestigious single-focused awards represents a significant oversight for an artist widely recognized for crafting memorable songs.
The upcoming 2027 Grammy Awards present a unique opportunity for Swift to finally break through in these categories. Three of her recent chart-toppers fall within the eligibility window for the next ceremony: “The Fate of Ophelia,” “Opalite,” and “I Knew It, I Knew You.” No other contemporary artist can claim three number-one hits in the same Grammy cycle, positioning Swift with an unprecedented advantage heading into submissions.
However, this strength presents an unexpected challenge. Swift must strategically select which single to submit for consideration, as submitting multiple entries in the same category would dilute her chances rather than strengthen them. Her decision may be influenced by other factors, including plans to campaign “I Knew It, I Knew You” for an Academy Award nomination for the “Toy Story 5” soundtrack, which could sway which track receives Swift’s Grammy push.
Originally reported by Variety →
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