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Olivia Rodrigo<\/a> called up her former tour opener Chappell Roan<\/a> to help remix \u201cExpectations,\u201d one of the standout songs on her new album, You Seem Pretty Sad for a Girl So in Love<\/em><\/a>. Even better, the two pop stars went all-in for its music video, in which they join a gameshow hosted by Johnny Johnson, played by noted Rodrigo fan<\/a> David Byrne<\/a>. Watch the video below.<\/p>\n Rodrigo is currently on the Unraveled Tour<\/a> in support of You Seem Pretty Sad for a Girl So in Love<\/em>. Her third studio album follows 2023\u2019s Guts<\/em><\/a> and marks even bigger ambitions, both musically with songs like \u201cThe Cure<\/a>,\u201d \u201cSerena Joy<\/a>,\u201d and her Robert Smith duet \u201cWhat\u2019s Wrong With Me<\/a>,\u201d and externally with her live performances, having organized the inaugural charity music festival Daisy Chain Fields<\/a> with an all-star lineup celebrating womanhood. Read about how it all came together in Shaad D\u2019Souza\u2019s Pitchfork cover story, Olivia Rodrigo: Blood on the Tracks<\/a>.<\/p>\n Roan released her debut album, The Rise and Fall of a Midwest Princess<\/em><\/a>, in 2023 after a long, winding path as a songwriter leading up to then. The following year, Roan rapidly ascended in popularity, thanks in large part to her live sets opening for Rodrigo and viral music festival performances. After taking home Best New Artist<\/a> at the 2025 Grammy Awards, she dropped \u201cThe Giver<\/a>,\u201d her first new single since her LP, and then months later followed it with \u201cThe Subway<\/a>,\u201d which earned her two Grammy nominations<\/a> at this year\u2019s ceremony.<\/p>\n Read about Guts<\/em> and The Rise and Fall of a Midwest Princess<\/em> in The Best Pop Music of 2023<\/a>.<\/p>\n