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Sabrina Carpenter — The Opener Who Became the Headliner

She spent years as pop's best-kept secret before one summer turned her into the person everyone else was opening for.

Quakertown, Pennsylvania — Breakthrough: 2024

Chapter I

Six Albums In, Then Suddenly Everywhere

Sabrina Carpenter had already released five studio albums and spent 2024's Eras Tour opening for Taylor Swift before "Short n' Sweet" turned her into a headliner in her own right — a slower, more traditional rise than most of pop's newest stars.

"Espresso" and "Please Please Please" became inescapable, global No. 1s built on a persona she'd clearly been sharpening for years: cheeky, self-aware, unafraid to be the punchline of her own jokes.

2024"Short n' Sweet" breakout
6studio albums before headlining
2026Duet with Madonna
Chapter II

An Unlikely Duet Partner

Rather than resting on that breakout, Carpenter has kept stacking unexpected collaborations — including a 2026 duet with Madonna, "Bring Your Love," pairing pop's newest headliner with one of its founding icons.

It's a fitting pairing: both built careers on refusing to be told what a pop star is supposed to look or sound like, four decades apart.

Sources: Billboard chart data and entertainment press coverage of Sabrina Carpenter's 2024–2026 releases.