Olivia Rodrigo and Chappell Roan are officially teaming up for the of “expectations,” a track from the former’s third album, you seem pretty sad for a girl so in love.

“beyond excited to announce “expectations” featuring Chappell Roan!!! song and video out Thursday!!!!” Rodrigo says on the caption on Instagram, confirming the rumors of the collaboration.

Set for release on October 16, 2026, the remix will also include an accompanying music video directed by Bardia Zeinali and produced by longtime collaborator Daniel Nigro, who produced for the two Grammy-winning pop stars.

This marks the pair’s first-ever collaboration on a song. The two artists, who have both received the Best New Artist awards, go way back, with the “Good Luck, Babe!” singer supporting Rodrigo’s SOUR and GUTS tours.

Roan previously performed at the inaugural Daisy Fields Music Festival, an all-women benefit showcase founded by Rodrigo that raised a total of USD 20 million for women-focused organizations. She performed alongside KATSEYE, Mitski, and Rachel Chinouriri, among others.

Roan will also hold the Super Graphic Spectacular, the two-day charity event in Los Angeles, this October. Proceeds from the fundraiser will go toward her Midwest Princess Project, an initiative that aims to uplift and support trans youth and LGBTQ+ communities through action, care, and connection. Special guests include Tinashe, Lola Young, MUNA, and Caroline Polachek.

Frequently Asked Questions

The “expectations” remix featuring Chappell Roan is set for release on October 16, 2026, with an accompanying music video. Olivia Rodrigo confirmed the collaboration in an Instagram caption, ending rumors.

“expectations” is a track from Olivia Rodrigo’s third album, you seem pretty sad for a girl so in love. The remix features Chappell Roan, marking their first song collaboration together.

Bardia Zeinali directed the music video for the “expectations” remix, which was produced by Daniel Nigro, a longtime Rodrigo collaborator who has also produced for Grammy-winning pop star Chappell Roan.

Chappell Roan supported Olivia Rodrigo on both her SOUR and GUTS tours and also performed at Rodrigo’s inaugural Daisy Fields Music Festival. Both artists have won Best New Artist awards.

The Daisy Fields Music Festival is an all-women benefit showcase founded by Olivia Rodrigo that has raised USD 20 million for women-focused organizations, with Chappell Roan, KATSEYE, and Mitski performing.

Ralph Regis

Ralph Regis

Lifestyle and Culture Writer

Ralph Regis is a Lifestyle and Culture Writer at Billboard Philippines, where he bridges the worlds of film, television, fashion, art, food, and cultural trends with both the local and international music scene.

He has written extensively about artist collaborations, brand partnerships, and pop culture moments that connect back to music. He also brings stories to life through in-depth interviews with musicians and personalities, drawing on their diverse perspectives, opinions, and reflections on the human condition.

In addition, Ralph also writes about music releases across a wide range of genres, including pop, hip-hop, P-pop, and rock, highlighting both rising and established artists. With a passion for storytelling that goes beyond trends, he explores how music is part of our daily lives in one form or another, connecting culture, experiences, and everything in between.

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