You’d think a guy who has been at the top of the charts since he was basically a child would have a shelf overflowing with gold gramophones. I mean, we're talking about the guy who gave us "Baby," "Sorry," and "Peaches." But if you look at the actual math, the answer to has justin bieber won a grammy is a bit more complicated than just a simple "yes."
He has won. Twice.
That’s it. Just two. For a career that spans nearly two decades and includes some of the biggest pop songs in human history, that number feels almost glitchy.
The First Win: Breaking the "Pop" Curse
It took forever for the Recording Academy to actually give Justin his flowers. He was nominated for Best New Artist way back in 2011—the year Esperanza Spalding won and basically every Belieber on the planet lost their mind—but he went home empty-handed.
He didn’t actually clinch a win until 2016. Ironically, it wasn’t even for a "pure" pop song. He won Best Dance Recording for "Where Are Ü Now," that glitchy, high-energy collaboration with Skrillex and Diplo. It was a massive moment because it signaled that the industry was finally taking him seriously as an artist, not just a teen idol. He wasn't even at the Staples Center when they announced it; he was across the street eating sushi. Honestly, that's such a vibe.
That Random Country Win
Fast forward to 2021. Justin picks up his second trophy. But here’s the kicker: it was in a country category. He won Best Country Duo/Group Performance for "10,000 Hours" with Dan + Shay.
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It was a huge hit, sure. But it felt a little weird to fans who were watching him dominate the R&B and Pop charts with his album Changes. In fact, Justin was pretty vocal about his frustration that year. He felt Changes was an R&B album through and through, but the Academy tucked it into the Pop categories. He basically told the world he was "flattered" but "disappointed" by the categorization.
The 2022 Shutout and the Road to 2026
The 2022 Grammys were supposed to be his year. He walked in with eight nominations for the album Justice and the song "Peaches." He performed. He looked the part. He left with zero.
It was one of those nights that reminds you how fickle the Grammys can be. You can have the biggest song in the world—and "Peaches" was everywhere—and still not get that specific validation.
But things are looking up again. As we move through January 2026, the buzz is all about his latest project, SWAG. The nominations for the 2026 Grammys dropped recently, and Justin is sitting on four big ones. We’re talking:
- Album of the Year (for SWAG)
- Best Pop Vocal Album
- Best Pop Solo Performance (for the song "Daisies")
- Best R&B Performance (for "YUKON")
It’s his first major project since he parted ways with Scooter Braun, and you can hear the shift in the music. It's more introspective. He’s talking about fatherhood and his marriage to Hailey in a way that feels way more "grown-up" than his earlier stuff.
Why the Count Matters
People get obsessed with these numbers because they’re used as a metric for "greatness." But let’s be real. Justin has over 20 nominations. He has a Latin Grammy for the "Despacito" remix. He has more Billboard Music Awards and AMAs than most people have socks.
The Academy has a history of being "late" to pop stars. They did it to Madonna. They did it to Katy Perry. For Justin, the narrative has always been about whether he’s a "serious artist" or just a "star." His two wins prove he can cross genres—from EDM to Country—but the lack of a "Big Four" win (Album, Record, or Song of the Year) is the hole in his resume that critics always point to.
What’s Next for the Bieber Trophy Room?
If you're keeping score at home, here is the current breakdown of his Grammy history:
- Total Wins: 2
- Total Career Nominations: 27 (including the fresh 2026 nods)
- First Win: "Where Are Ü Now" (2016)
- Most Recent Win: "10,000 Hours" (2021)
With the 2026 ceremony right around the corner, everyone is wondering if SWAG will finally be the one to break the streak and get him that elusive Album of the Year trophy. He’s up against some heavy hitters—Lady Gaga and Sabrina Carpenter are both in the mix—but the momentum feels different this time.
If you want to stay on top of his progress this awards season, keep an eye on the R&B categories specifically. "YUKON" has been a critic favorite, and it might just be the track that brings home his third win. You should also check out the official Grammy site's winner database if you want to see every single person he shared those wins with—it’s a long list of producers and engineers that usually get ignored in the headlines.