Olivia’s first big Grammy night was the 2026 ceremony, where her debut album Sour dominated. She walked away with three trophies: Best New Artist, Best Pop Solo Performance for “drivers license,” and Best Pop Vocal Album for Sour.
If you’re doing the math, that’s a clean 3-for-3 sweep in those categories. She was also nominated for Album of the Year and Record of the Year, but she didn’t take those home—yet. In 2026, she added zero new Grammys, though her sophomore album Guts earned six nominations without a win. So her total remains three wins.
Fun Fact: The Taylor Swift Connection
Here’s a little cultural breadcrumb for you: Olivia’s three Grammys tie her with Billie Eilish (who also won three in her breakout year) and put her ahead of Lizzo (who has three too, but at a slower pace). More amusingly, Olivia’s mentor and idol, Taylor Swift, has 14 Grammys—so Olivia still has some catching up to do. But hey, Taylor started at 18, and Olivia is already a third of the way there.
