Olivia Rodrigo and Chappell Roan's Friendship, From Donut Shops to "Expectations" Remix

Olivia Rodrigo and Chappell Roan have been friends since 2018, a bond formed while both worked early in their careers with producer Dan Nigro. Roan later opened for Rodrigo on the Sour tour in 2022. Rodrigo recalled visiting Roan at a donut shop before Roan was signed or had released music, telling The Tonight Show with Jimmy Fallon in 2024 that she would eat donuts and hang out there and that Roan "deserves the whole world." The shop is reportedly Donut Friend in Highland Park, Los Angeles. The two recently collaborated on a remix of Rodrigo's song "Expectations." While writing the second verse, Rodrigo relayed romantic misadventures and Roan responded, per Rodrigo's account to Zane Lowe, "Oh my God, you need to start dating girls." Roan's own verse addresses being flaked on, which she calls "classic LA behavior." The column frames the pair against the early-2000s "Britney vs. Christina" media dichotomy that pitted young female pop stars against each other.