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Olivia Rodrigo, Conan Gray sabotage each other’s careers?

Olivia Rodrigo and Conan Gray have been best friends for a while now

By Aamna Razi August 16, 2025
Olivia Rodrigo, Conan Gray sabotage each other’s careers?
Olivia Rodrigo, Conan Gray sabotage each other’s careers?

Olivia Rodrigo and Conan Gray have apparently not been the best advisors for each other when it comes to their careers.

The well-liked duo reunited for an interview ahead on the day that the Heather singer put out his fourth studio album, Wishbone, and ended up confessing how they have disastrous insights in relation to each other’s singles.

In the August 15 issue of their conversation, the Drivers License crooner stated, "We notoriously give each other bad advice sometimes about samples,” before recalling that when she heard first heard the 26-year-old’s song Memories off of Superache, she thought it wasn’t good enough for a single.

Naturally, the song ended up being Conan’s biggest hit off of the album, but as it turns out Olivia isn’t the only one handing out poor advice.

She reminisced with the Maniac singer, "When I played you Guts, I played you 'Vampire' and I was like, 'Isn’t this good?' And he’s like, 'Not for a first single,' we’re notoriously wrong about each other’s songs. We’re just too close to it and can’t see the forest of the trees."

The 22-year-old went on to note that her family members were also big fans of the SOUR Prom star, and that they’d go out of their way to see him perform live.

How many songs are there in ‘Wishbone’?

Wishbone by Conan has a total of 12 songs, with the lead single being This Song. 

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