Taylor Swift Has Never Won a Grammy for Record or Song of the Year, and she enters the 2027 eligibility window with three recent No. 1 hits that could be pushed for those prizes, Variety reports.
Variety’s column notes that Swift has never won either Record of the Year or Song of the Year despite being the century’s most successful singles artist, and that three of her chart-toppers — “The Fate of Ophelia,” “Opalite” and “I Knew It, I Knew You” — fell inside the 2027 Grammy eligibility period.
The Recording Academy’s own artist page confirms Swift’s wider Grammy record: she has won 14 Grammy Awards but has not captured either of the two top single categories, a contrast Variety frames as one of the oddest omissions in her awards history.
Billboard chart reporting adds another angle: “I Knew It, I Knew You” became Swift’s 15th No. 1 on the Billboard Hot 100, giving her a unique commercial edge in the 2027 nominating pool for singles.
Variety’s analysis lays out how Camp Swift must choose which single to submit for Record and Song of the Year ballots, and suggests a split strategy: favoring “The Fate of Ophelia” for Record of the Year and “I Knew It, I Knew You” for Song of the Year, because production-savvy voters often reward bops in Record while Song rewards songwriting clarity.
The column points to concrete factors behind each pick: “Ophelia”’s 10 weeks at No. 1 and viral video-driven choreography, “Opalite”’s catchiness but shorter run at the summit, and the movie tie-in and recency advantage for the Toy Story 5 theme “I Knew It, I Knew You.”
That calculus matters because artists and their teams typically submit one or more tracks to the Recording Academy’s preliminary ballot — due to voters on Oct. 12 — and submitting multiple rivals can split support. Variety warns that Swift’s team will need to pick carefully to avoid that effect.
For fans tracking Swift’s Grammy campaign and for voters weighing ballots, the practical questions are now clear: which single will Camp Swift officially place in front of Record and Song of the Year voters, and will they employ the split approach Variety predicts?
For background on Swift’s recent country outreach and radio strategy — one of the contextual threads Variety cites when discussing voter blocs — see this site’s earlier piece on her return to country radio.
Sources
- Variety — explained that Swift has never won Record or Song of the Year and named the three eligible No. 1s for 2027.
- Recording Academy (Grammy.com) — lists Swift’s 14 Grammy wins and her nominations history.
- Billboard — reports that “I Knew It, I Knew You” debuted at No. 1, becoming Swift’s 15th Hot 100 leader.
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