Olivia Rodrigo has expressed her admiration for Taylor Swift as her biggest influence and inspiration, and received a handwritten note and a ring from her as a gift. She also appeared on Taylor Swift's 2021 The Red (Taylor's Version) album as a featured artist on the song Renegade.
Olivia Rodrigo and Joshua Bassett were co-stars on High School Musical: The Musical: The Series, and had a rumored romance that ended in 2020. Many fans speculated that Olivia Rodrigo's songs Drivers License, Deja Vu, and Traitor were inspired by their breakup and his alleged relationship with Sabrina Carpenter.
Olivia Rodrigo and Conan Gray are close friends and fellow singer-songwriters who share a similar musical style and fanbase. They collaborated on a TikTok video where they lip-synced to Taylor Swift's song You Belong With Me, and supported each other's music releases.
Olivia Rodrigo and Sabrina Carpenter were involved in a media-fueled feud after fans speculated that Sabrina Carpenter was the blonde girl that Olivia Rodrigo referenced in her song Drivers License, and that she was dating Joshua Bassett. Sabrina Carpenter released a song called Skin, which some interpreted as a response to Olivia Rodrigo. However, both singers have denied any bad blood between them and have praised each other's music.
Olivia Rodrigo and Joe Jonas have a mutual admiration for each other, as Olivia Rodrigo grew up as a fan of the Jonas Brothers and Joe Jonas praised her song Good 4 U. They also met in person at the 2021 iHeartRadio Music Awards, where they presented an award together and posed for photos.