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Olivia Rodrigo’s Early-Twenties Lament
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Olivia Rodrigo’s Early-Twenties Lament

The New Yorker · Jun 15, 2026, 9:56 PM · Also reported by 3 other sources

Key takeaways

  • If her discography has a single repeating theme, it’s that love is ruinous, a surefire path to acting like a ding-dong.
  • Rodrigo began her career as a child actor.
  • On “You Seem Pretty Sad for a Girl So in Love,” Rodrigo, who is twenty-three, is inching away from frisky, impish pop-punk and leaning more toward New Wave, with its melodic synthesizers and velvety yearning.

Rodrigo is beginning to figure out how to merge her countercultural influences with her Disney pedigree.Illustration by Nada Hayek Save this story Save this story Save this story Save this story“They say modern love’s a cruel endeavor,” Olivia Rodrigo sings on “u + me = <3,” a lush, desperate new song from her third album, “You Seem Pretty Sad for a Girl So in Love.” She adds, “And to that I say, ‘Fuck it, whatever.’ ” Insouciance has always been Rodrigo’s abiding philosophy when it comes to romance. If her discography has a single repeating theme, it’s that love is ruinous, a surefire path to acting like a ding-dong. Once again, Rodrigo shrugs off concern. What else would she do—stay home?

Rodrigo began her career as a child actor. By age seven, she’d had her first role, in an Old Navy commercial; by thirteen, she was starring in her own Disney Channel series—but she didn’t become a superstar until 2021, with the release of “Drivers License,” an indignant, slow-burning anthem about the humiliation of desiring someone who betrayed you. Her first two albums, which contain a mix of moody, stricken ballads and springy, punkish romps, remind me of Taylor Swift and Avril Lavigne, with a hint of Ashlee Simpson thrown in: poppy, highly confessional, sometimes slapsticky songs about how love pushes even the best of us to the precipice of insanity. Rodrigo’s always had cool taste—she collaborated with David Byrne; Blondie introduced one of her performances on “S.N.L.”; Robert Smith, of the Cure, is a guest vocalist on a new song, “What’s Wrong with Me”—but she’s just beginning to figure out how to merge her countercultural influences with her Disney pedigree.

On “You Seem Pretty Sad for a Girl So in Love,” Rodrigo, who is twenty-three, is inching away from frisky, impish pop-punk and leaning more toward New Wave, with its melodic synthesizers and velvety yearning. (There’s also a good dose of angsty nineties alt-rock here, including tracks that sound inspired by Weezer, the Smashing Pumpkins, and the Breeders.) Rodrigo has a disarmingly powerful soprano, and she’s a charming, determined performer. I still recall, with a mix of horror and reverence, a viral clip of her tumbling into an open hole in the stage during the “Guts” tour, bouncing back out, and proceeding to finish the show.

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