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Will Olivia Rodrigo Win Her First Album of the Year Award at 2027 Grammys?

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CitrixNews Staff
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Will Olivia Rodrigo Win Her First Album of the Year Award at 2027 Grammys?

By Maya Georgi

Maya Georgi

Contact Maya Georgi on X Contact Maya Georgi by Email View all posts by Maya Georgi October 13, 2026 Add us as a Google Preferred Source Album of the Year Grammy predictions for 2027 Michael Loccisano/Getty Images for iHeartRadio; Christopher Polk/Billboard; Mike Marsland/WireImage

The 2027 Grammys’ Album of the Year category will once again be stacked with a handful of top contenders. But one artist in particular leads the pack: Olivia Rodrigo. The singer-songwriter could finally take home the biggest award of the night for her third studio album, You Seem Pretty Sad for a Girl So in Love. Since her debut in 2021, Rodrigo’s acclaimed albums have both gotten nods in the category, but never won. This may just be her year.

Album of the Year — Our Predictions

Phoebe Bridgers, Lost Weekend Olivia Dean, The Art of Loving Noah Kahan, The Great Divide Ella Langley, Dandelion Bruno Mars, The Romantic Olivia Rodrigo, You Seem Pretty Sad for a Girl So in Love Rosalía, Lux Taylor Swift, The Life of a Showgirl

Who Will Win?

Olivia Rodrigo, You Seem Pretty Sad for a Girl So in Love Olivia Rodrigo stunned audiences and critics alike with the release of her highly-anticipated You Seem Pretty Sad for a Girl So in Love. The 23-year-old showed an impressive amount of maturity both in her songwriting and sound as she folded in New Wave inspirations. “She has this engagement where people are just listening front to back on repeat,” says John Stein, head of North America Editorial at Spotify. Since the album’s release in June, Rodrigo has been unstoppable, launching her own music festival, Daisy Chain Fields, and kicking off her Unraveled Tour in support of the LP. “She really puts in the work. She tours hard, she’s an incredible songwriter and really hones these tight, no fat albums,” Stein says. “I think that really works in her favor here.”

Who Should Win?

Olivia Rodrigo, You Seem Pretty Sad for a Girl So in Love Rodrigo isn’t new to the Academy. She won Best New Artist and Best Pop Vocal Album for her debut in 2022. Both of her first two albums, Sour and Guts, have also been nominated for AOTY before, but ultimately lost out. “It’s surprising she actually hasn’t won yet because she has these really strong albums that really feel like a moment,” Stein says. “She builds a world around them. That really resonates with voters,” he adds. Now, four years after her first Grammy win at 19, Rodrigo has stepped further into her artistry.

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